Pd-catalyzed Heck-conjoined amidation and concomitant chemoselective Michael-addition: an efficient tandem approach to highly functionalized tetrahydroquinazolines from o-haloanilines was written by Saunthwal, Rakesh K.;Patel, Monika;Danodia, Abhinandan K.;Verma, Akhilesh K.. And the article was included in Organic & Biomolecular Chemistry in 2015.Application In Synthesis of 2,4-Dichlorophenylisothiocyanate This article mentions the following:
An efficient palladium-catalyzed tandem approach for the synthesis of highly functionalized tetrahydroquinazolines by the reaction of o-haloanilines with acrylates and isothiocyanates/isocyanates via Heck-conjoined amidation/thioamidation and concomitant chemoselective Michael-addition is described. E.g., in presence of PdCl2, PPh3, and K2CO3 in DMF, reaction of 2-IC6H4NH2, CH2:CHCO2Me, and PhNCS gave 75% tetrahydroquinazoline derivative (I). A competitive experiment showed that isothiocyanates were more reactive than isocyanates. The developed methodol. offers an efficient chemoselective process for the synthesis of highly functionalized tetrahydroquinazolines under mild and operationally simple reaction conditions from inexpensive and com. available starting substrates. In the experiment, the researchers used many compounds, for example, 2,4-Dichlorophenylisothiocyanate (cas: 6590-96-1Application In Synthesis of 2,4-Dichlorophenylisothiocyanate).
2,4-Dichlorophenylisothiocyanate (cas: 6590-96-1) 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.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 In Synthesis of 2,4-Dichlorophenylisothiocyanate
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics