A facile and straightforward synthesis of 1,2,3-thiadiazoles from α-enolicdithioesters via nitrosation/reduction/diazotization/cyclization cascade in one-pot |
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Authors: | Anugula Nagaraju B Janaki Ramulu Gaurav Shukla Abhijeet Srivastava Girijesh Kumar Verma Keshav Raghuvanshi Maya Shankar Singh |
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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 |
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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. |
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Keywords: | α-Enolicdithioesters Diazotization Cascade annulation 1 2 3-Thiadiazoles One-pot |
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