The Journal of Organic Chemistry

Halosulfonium salts. IX. Halogen-induced ring cleavages of 1, 3-oxathiolanes

GE Wilson Jr, MG Huang

Index: Wilson,G.E.; Huang,M.-G. Journal of Organic Chemistry, 1976 , vol. 41, # 6 p. 966 - 968

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Citation Number: 13

Abstract

2a, X= C1 b, X= Br The cleavage of halosulfonium salts to provide stabilized carbonium ions is well known. 5 The reaction described produced none of the expected hydrogen halide, and required only 0.5 equiv of chlorine. The reaction with bromine paralleled the chlorination and provided 2b which was spectrally identical with authentic material. The origin of disulfide could involve either disproportionation of the sulfenyl halide to form the ...

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