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

ABSTRACT: 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.

SUBMITTER: Dennehy OC 

PROVIDER: S-EPMC5238589 | biostudies-literature | 2016

REPOSITORIES: biostudies-literature