Dichlorocarbene adducts of sulfolenes and their chlorine reduction products: hydrogen chloride vs. sulfur dioxide elimination. Thiopyran dioxides and thiopyrones

Y Gaoni

Index: Gaoni, Y. Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4502 - 4510

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Citation Number: 8

Abstract

Subetituted 6, 6dichloro-3-tcyclo [3. lO] hexane 3, 3-dioxides (1) were prepared from sulfolenes (4) in a catalytic biphasic system and reduced with lithium aluminum hydride to monochlorinated (2) and dechlorinated products (3). Several of the chlorinated bicyclic sulfones (1 and 2) were found to undergo a simultaneous thermal elimination of hydrogen chloride and sulfur dioxide. Selective elimination of hydrogen chloride, with formation of ...