Category: 1186603-47-3

Silver-catalyzed tandem cycloisomerization/hydroarylation reactions and mechanistic investigations for an efficient access to 1,2-dihydroisoquinolines was written by De Abreu, Maxime;Tang, Yue;Brachet, Etienne;Selkti, Mohamed;Michelet, Veronique;Belmont, Philippe. And the article was included in Organic & Biomolecular Chemistry in 2021.Safety of 5-Chloro-2-(phenylethynyl)benzaldehyde The following contents are mentioned in the article:

An efficient silver-catalyzed tandem reaction for the formation of 1,2-dihydroisoquinoline derivatives is herein reported. Highly functionalized multiheterocyclic scaffolds are accessible in a straightforward manner using readily accessible starting materials under mild conditions. This methodol. offers an attractive route for the synthesis and development of a biol. relevant new heterocyclic pharmacophore, merging the biol. activities of isoquinolines with those of various nitrogen-containing heterocycles (indoles, pyrroles) incorporated during the tandem reaction. Mechanistic investigations were also conducted along with a large scope and limitation study, modifying various sites of this pharmacophore. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Safety of 5-Chloro-2-(phenylethynyl)benzaldehyde).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Alkyl chlorides are versatile building blocks in organic chemistry. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available.Safety of 5-Chloro-2-(phenylethynyl)benzaldehyde

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

An efficient route to diverse H-pyrazolo[5,1-a]isoquinolines via sequential multi-component/cross-coupling reactions was written by Yu, Xingxin;Pan, Xiaolin;Wu, Jie. And the article was included in Tetrahedron in 2011.Synthetic Route of C15H9ClO The following contents are mentioned in the article:

Multi-component reaction of 2-alkynylbenzaldehyde, sulfonohydrazide, electrophile (bromine or iodine), and ketone or aldehyde under mild conditions proceeds smoothly to afford the functionalized H-pyrazolo[5,1-a]isoquinolines in good yields. E.g., reaction of 2-(PhCC)C₆H₄CHO, TsNHNH₂, butanal, and Br₂ gave 45% H-pyrazolo[5,1-a]isoquinoline I. This one-pot process involves intermol. condensation, electrophilic cyclization, nucleophilic addition, intramol. condensation, and aromatization. The resulting halo-containing H-pyrazolo[5,1-a]isoquinolines could be further elaborated via palladium-catalyzed cross-coupling reactions with arylboronic acids. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Synthetic Route of C15H9ClO).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.Synthetic Route of C15H9ClO

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Ag-Catalyzed difluorohydration of β-alkynyl ketones for diastereoselective synthesis of 1,5-dicarbonyl compounds was written by Zhu, Yi-Long;Wang, Ai-Fang;Du, Jian-Yu;Leng, Bo-Rong;Tu, Shu-Jiang;Wang, De-Cai;Wei, Ping;Hao, Wen-Juan;Jiang, Bo. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.SDS of cas: 1186603-47-3 The following contents are mentioned in the article:

A new catalytic difluorohydration of β-alkynyl ketones using NFSI as the fluorinating reagent was established, diastereoselectively furnishing a range of structurally diverse difluoride 1,5-dicarbonyl products through C(sp³)-H fluorination. Notably, the sterically encumbered tert-Bu functionality located at the α-position of the carbonyl group of β-alkynyl ketone substrates showed excellent diastereoselectivity (up to >99:1 dr). The reaction enabled multiple bond-forming events including two C(sp³)-F formation through Ag-catalysis to provide a highly efficient and practical method toward difluoride 1,5-dicarbonyls, some of which were successfully converted into difluorinated isoquinolines. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3SDS of cas: 1186603-47-3).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Organic chlorides can be used in production of: PVC, pesticides, chloromethane, teflon, insulators. Alkyl chlorides readily react with amines to give substituted amines. Alkyl chlorides are substituted by softer halides such as the iodide in the Finkelstein reaction.SDS of cas: 1186603-47-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthesis of 4-(1H-isochromen-1-yl)isoquinolines through the silver-catalyzed homodimerization of ortho-alkynylarylaldehydes and subsequent condensation of the 1,5-dicarbonyl motif with NH₃ was written by Guo, Minghui;Meng, Xin;Zhao, Yang;Dong, Yuexia;Sun, Xuejun;Tian, Laijin;Cao, Ziping. And the article was included in RSC Advances in 2019.Recommanded Product: 5-Chloro-2-(phenylethynyl)benzaldehyde The following contents are mentioned in the article:

4-(1H-Isochromen-1-yl)isoquinoline derivatives I (R₁ = H, 7-OMe, 7-Cl, 6-Me, etc.; R₂ = C₆H₅, 4-MeC₆H₄, 3-FC₆H₄, 4-NCC₆H₄, etc.) were synthesized in high yields via the AgBF₄-catalyzed self-reaction of ortho-alkynylarylaldehydes to give isochromene intermediates, followed by the dehydration of the 1,5-dicarbonyl motif with NH₃. Compared with electron-rich aromatic substituents, this strategy can provide the desired isochromene products with an electron-deficient isoquinoline unit. The reactions feature simple exptl. operations, mild reaction conditions and high product yields. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Recommanded Product: 5-Chloro-2-(phenylethynyl)benzaldehyde).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage.Recommanded Product: 5-Chloro-2-(phenylethynyl)benzaldehyde

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Palladium-Catalyzed Cascade Decarboxylative Amination/6-endo-dig Benzannulation of o-Alkynylarylketones with N-Hydroxyamides To Access Diverse 1-Naphthylamine Derivatives was written by Zuo, Youpeng;He, Xinwei;Tang, Qiang;Hu, Wangcheng;Zhou, Tongtong;Shang, Yongjia. And the article was included in Organic Letters in 2020.Recommanded Product: 5-Chloro-2-(phenylethynyl)benzaldehyde The following contents are mentioned in the article:

An efficient and practical one-pot strategy to produce highly substituted 1-naphthylamines I [R¹ = t-Bu, Ph, 1-naphthyl, etc.; R² = H, 7-Me, 6-Cl, etc.; R³ = i-Pr, Ph, 4-MeC₆H₄, etc.; R⁴ = H, Me, CO₂Et] via sequential palladium-catalyzed decarboxylative amination/intramol. 6-endo-dig benzannulation reactions was described. In this reaction, a broad range of electron-rich, electron-neutral and electron-deficient o-alkynylarylketones reacted well with N-hydroxyl aryl/alkylamides to give a diversity of 1-naphthylamines in good to excellent yields under mild reaction conditions. The gram-scale synthesis, with benefits such as undiminished product yield and easy transformation, illustrated the practicality of this method. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Recommanded Product: 5-Chloro-2-(phenylethynyl)benzaldehyde).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Organochlorines stimulate the central nervous system and cause convulsions, tremor, nausea, and mental confusion. Examples are dichlorodiphenyltrichloroethane (DDT), chlordane, lindane, endosulfan, and dieldrin. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Recommanded Product: 5-Chloro-2-(phenylethynyl)benzaldehyde

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Traceless Directing Groups in Radical Cascades: From Oligoalkynes to Fused Helicenes without Tethered Initiators was written by Pati, Kamalkishore;dos Passos Gomes, Gabriel;Harris, Trevor;Hughes, Audrey;Phan, Hoa;Banerjee, Tanmay;Hanson, Kenneth;Alabugin, Igor V.. And the article was included in Journal of the American Chemical Society in 2015.Recommanded Product: 1186603-47-3 The following contents are mentioned in the article:

We report the first example of a traceless directing group in a radical cascade. The chemo- and regioselectivity of the initial attack in skipped oligoalkynes is controlled by propargyl OR moiety [e.g., oligoalkyne I â†?benzofluorene II (86%) using Bu₃SnH + AIBN]. Radical translocations lead to the boomerang return of the radical center to the site of initial attack where it assists the elimination of the directing functionality via β-scission in the last step of the cascade. The Bu₃Sn moiety continues further via facile reactions with electrophiles as well as Stille and Suzuki cross-coupling reactions. This selective radical transformation opens a new approach for the controlled transformation of skipped oligoalkynes into polycyclic ribbons of tunable dimensions. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Recommanded Product: 1186603-47-3).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. An organic chloride is an organic compound containing at least one covalently bonded atom of chlorine. Their wide structural variety and divergent chemical properties lead to a broad range of names and applications. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control.Recommanded Product: 1186603-47-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

An efficient synthesis of 6-arylpyrazolo[4′,3′:4,5]pyrimido[2,1-a] isoquinolin-8(9H)-one derivatives catalyzed by AgOTf was written by Pan, Wan-Chen;Li, Tuan-Jie;Liu, Jian-Quan;Wang, Xiang-Shan. And the article was included in Journal of Heterocyclic Chemistry in 2022.Application of 1186603-47-3 The following contents are mentioned in the article:

A new AgOTf-catalyzed domino reaction of 2-alkynylbenzaldehyde 1-CHO-2-(CCR)C₆H₃R¹ (R = C₆H₅, 4-FC₆H₄, 4-CH₃C₆H₄, etc.; R¹ = 4-Cl, 5-F, 5-NO₂, etc.) and 6-(2-phenylethynyl)-1,3-benzodioxole-5-carboxaldehyde and 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide has been reported via a sequential condensation, cyclization, and acetylenic hydroamination process. The developed protocol provides an efficient and modular access to a range of new fused tetracyclic heterocycle 6-aryl-9-methyl-11-Pr pyrazolo[4′,3′:4,5]pyrimido[2,1-a]isoquinolin-8(9H)-ones I (R² = H, Cl, F, Me; R³ = H, Cl, F, OMe, NO₂; R²R³ = -OCH₂O-) with two new rings in good yields. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Application of 1186603-47-3).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Organochlorines are organic compounds having multiple chlorine atoms. They were the first synthetic pesticides that were used in agriculture. They are resistant to most microbial and chemical degradations. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Application of 1186603-47-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Regioselective Synthesis of Polyheterohalogenated Naphthalenes via the Benzannulation of Haloalkynes was written by Lehnherr, Dan;Alzola, Joaquin M.;Lobkovsky, Emil B.;Dichtel, William R.. And the article was included in Chemistry – A European Journal in 2015.Related Products of 1186603-47-3 The following contents are mentioned in the article:

Independent control of halide substitution at six of the seven naphthalene positions of 2-arylnaphthalenes is achieved through the regioselective benzannulation of chloro-, bromo-, and iodoalkynes. The modularity of this approach is demonstrated through the preparation of 44 polyheterohalogenated naphthalene products, most of which are difficult to access through known naphthalene syntheses. The outstanding regioselectivity of the reaction is both predictable and proven unambiguously by single-crystal X-ray diffraction for many examples. This synthetic method enables the rapid preparation of complex aromatic systems poised for further derivatization using established cross-coupling methods. The power and versatility of this approach makes substituted naphthalenes highly attractive building blocks for new organic materials and diversity-oriented synthesis. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Related Products of 1186603-47-3).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. Organochlorine compounds are lipophylic, meaning they are more soluble in fat than in water. This gives them a high tenancy to accumulate in the food chain (biomagnification).Related Products of 1186603-47-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

A gold(I)-catalyzed intramolecular tandem cyclization reaction of alkylidenecyclopropane-containing alkynes was written by Fang, Wei;Wei, Yin;Shi, Min. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Application of 1186603-47-3 The following contents are mentioned in the article:

A novel gold(I)-catalyzed intramol. tandem cyclization reaction of ortho-(arylethynyl)arenemethylenecyclopropanes 2-X-4-R¹-5-R²C⁶H²CCY [X = cyclopropylidenemethyl, 2-methylprop-1-en-1-yl, cyclobutylidenemethyl, etc.; Y = C₆H₅, thiophen-2-yl, 3,4,5-(OCH₃)₃C₆H₂, etc.; R¹ = H, Me, F, Cl; R² = Me, F, NO₂, Cl, CF₃; R¹, R² = -OCH₂O-] provided an efficient approach to prepare functionalized 11H-benzo[a]fluorene derivatives e.g., I in moderate to good yields. Further transformations as well as applications of the products have been presented and a plausible reaction mechanism has also been proposed on the basis of deuterium labeling and control experiments This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Application of 1186603-47-3).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. While alkyl bromides and iodides are more reactive, alkyl chlorides tend to be less expensive and more readily available. Alkyl chlorides readily undergo attack by nucleophiles.Application of 1186603-47-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Aryne [3 + 2] cycloaddition with N-sulfonylpyridinium imides and in situ generated N-sulfonylisoquinolinium imides: a potential route to pyrido[1,2-b]indazoles and indazolo[3,2-a]isoquinolines was written by Zhao, Jingjing;Li, Pan;Wu, Chunrui;Chen, Hongli;Ai, Wenying;Sun, Renhong;Ren, Hailong;Larock, Richard C.;Shi, Feng. And the article was included in Organic & Biomolecular Chemistry in 2012.Reference of 1186603-47-3 The following contents are mentioned in the article:

The aryne [3 + 2] cycloaddition process with pyridinium imides breaks the aromaticity of the pyridine ring. By equipping the imide nitrogen with a sulfonyl group, the intermediate readily eliminates a sulfinate anion to restore the aromaticity, leading to the formation of pyrido[1,2-b]indazoles. E.g., [3 + 2] cycloaddition of the aryne formed from 3-methoxy-2-trimethylsilylphenyl triflate with N-tosylpyridinium imide gave 77% pyrido[1,2-b]indazole (I). The scope and limitation of this reaction are discussed. As an extension of this chem., N-tosylisoquinolinium imides, generated in situ from N’-(2-alkynylbenzylidene)tosylhydrazides via an AgOTf-catalyzed 6-endo-dig electrophilic cyclization, readily undergo aryne [3 + 2] cycloaddition to afford indazolo[3,2-a]isoquinolines in the same pot, offering a highly efficient route to these potential anticancer agents. This study involved multiple reactions and reactants, such as 5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3Reference of 1186603-47-3).

5-Chloro-2-(phenylethynyl)benzaldehyde (cas: 1186603-47-3) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.Reference of 1186603-47-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics