A facile and straightforward synthesis of 1,2,3-thiadiazoles from α-enolicdithioesters via nitrosation/reduction/diazotization/cyclization cascade in one-pot

Abstract

An operationally simple, economical, and straightforward synthesis of diverse 4,5-disubstituted 1,2,3-thiadiazoles from α-enolicdithioesters has been achieved via nitrosation/reduction/diazotization/cyclization sequence in one-pot through the formation of cascade 1-2 (N-S) and 3-4 (C-N) bonds. Importantly, this is the first straightforward entry to highly functionalized 1,2,3-thiadiazoles from dithioesters. © 2014 Elsevier Ltd. All rights reserved.