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-(PhCC)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