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A facile and straightforward synthesis of 1,2,3-thiadiazoles from α-enolicdithioesters via nitrosation/reduction/diazotization/cyclization cascade in one-pot
Authors:Anugula Nagaraju  B Janaki Ramulu  Gaurav Shukla  Abhijeet Srivastava  Girijesh Kumar Verma  Keshav Raghuvanshi  Maya Shankar Singh
Institution:1. Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi 221005, India;2. Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstrasse 2, 37077 Göttingen, Germany
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.
Keywords:α-Enolicdithioesters  Diazotization  Cascade annulation  1  2  3-Thiadiazoles  One-pot
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