Development of a continuous process for α-thio-β-chloroacrylamide synthesis with enhanced control of a cascade transformation

Autor: Olga C. Dennehy, Valérie M. Y. Cacheux, Benjamin J. Deadman, Denis Lynch, Stuart G. Collins, Humphrey A. Moynihan, Anita R. Maguire
Jazyk: angličtina
Rok vydání: 2016
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 12, Iss 1, Pp 2511-2522 (2016)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.12.246
Popis: A continuous process strategy has been developed for the preparation of α-thio-β-chloroacrylamides, a class of highly versatile synthetic intermediates. Flow platforms to generate the α-chloroamide and α-thioamide precursors were successfully adopted, progressing from the previously employed batch chemistry, and in both instances afford a readily scalable methodology. The implementation of the key α-thio-β-chloroacrylamide casade as a continuous flow reaction on a multi-gram scale is described, while the tuneable nature of the cascade, facilitated by continuous processing, is highlighted by selective generation of established intermediates and byproducts.
Databáze: Directory of Open Access Journals