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Synthesis 1988; 1988(9): 733-735
DOI: 10.1055/s-1988-27692
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A One-Pot Synthesis of 2H-1,2,4-Thiadiazin-3(4H)-one 1,1-Dioxides and 5,6-Dihydro-1,4,3-oxathiazin-2(3H)-one 4,4-Dioxides

Mark E. Thompson*
  • *Agricultural Products Department, E. I. du Pont de Nemours & Co., Inc., Experimental Station, Wilmington, DE 19898, USA
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Publication History

Publication Date:
18 September 2002 (online)

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Dianions of alkanesulfonamides add to nitriles, and the resultant imine dianions are cyclized with a carbonyl equivalent to afford the known 2H-1,2,4-thiadiazin-3-(4H)-one 1,1-dioxide ring system. The use of aldehydes as electrophiles provides the novel 5,6-dihydro-1,4,3-oxathiazin-2(3H)-one 4,4-dioxide ring system.