Development of a continuous process for α-thio-ß-chloroacrylamide synthesis with enhanced control of a cascade transformation.
Beilstein J Org Chem
; 12: 2511-2522, 2016.
Article
em En
| MEDLINE
| ID: mdl-28144320
ABSTRACT
A continuous process strategy has been developed for the preparation of α-thio-ß-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-ß-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.
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MEDLINE
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2016
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Article