Tetrahedron

Ramberg-Bäcklund rearrangement vs. β-Elimination of haloform from trichloro and trifluoromethyl sulfones

S Braverman, Y Zafrani

Index: Braverman, Samuel; Zafrani, Yossi Tetrahedron, 1998 , vol. 54, # 9 p. 1901 - 1912

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Citation Number: 21

Abstract

A new and convenient method for the preparation of trichloro and trifluoromethanesulfinates is described. These esters readily undergo rearrangement to the corresponding sulfones at room temperature, in high yields. In contrast to trichloromethyl sulfoxides which undergo base-induced β-elimination of chloroform to sulfines, the corresponding sulfones undergo an unusually facile Ramberg-Bäcklund rearrangement with formation of ...