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Synlett 1998; 1998(6): 623-624
DOI: 10.1055/s-1998-1732
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Stereoselective Synthesis of 3,4-Disubstituted 1,2,5-Thiadiazolidine 1,1-Dioxides and Their Conversion to Unsymmetrical Vicinal Diamines

Sunil V. Pansare* , Anand N. Rai, Sandesh N. Kate
  • *Division of Organic Chemistry (Synthesis), National Chemical Laboratory, Pune 411008, India
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Publication Date:
31 December 2000 (online)

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Reaction of 3,4-disubstituted 1,2,5-thiadiazole 1,1-dioxides with Grignard reagents followed by stereoselective hydride reduction generates unsymmetrical 1,2,5-thiadiazolidine 1,1-dioxides. These can be readily converted to unsymmetrical vicinal diamines.

thiadiazolidine - Grignard addition - reduction - unsymmetrical - diamine