Facile Synthesis and Structure of Novel 2,5-Disubstituted 1,3,4-Selenadiazoles

✍ Scribed by Guoxiong Hua; Yang Li; Amy L. Fuller; Alexandra M. Z. Slawin; J. Derek Woollins

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: English
• Weight: 325 KB
• Volume: 2009
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200900013

✦ Synopsis

Abstract

The reaction of hydrazide with carbonyl chloride in the presence of sodium carbonates leads to the corresponding 1,2‐diacylhydrazines [1a–t, R^1^C(O)NHNHC(O)R^2^, R^1^ = aryl, R^2^ = aryl or alkyl] in moderate to excellent yield (57–90 %). The latter reacts with 2,4‐diphenyl‐1,3‐diselenadiphosphetane‐2,4‐diselenide (Woollins' reagent, WR) in refluxing toluene to give a series of new 2,5‐disubstituted 1,3,4‐selenadiazoles (2a–t, 51–99 % yield). All compounds were characterized spectroscopically and six compounds were characterized crystallographically. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)