Application of copper (I)-induced thiophenoxide removal to ring expansions or chain extensions of aldehydes and ketones. Detection, Isolation, and independent …

T Cohen, D Kuhn, JR Falck

Index: Cohen,T. et al. Journal of the American Chemical Society, 1975 , vol. 97, # 16 p. 4749 - 4751

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Citation Number: 64

Abstract

Recent work from this laboratory] has demonstrated that sulfur-stabilized carbonium ions can be readily generated in organic solvents under mild conditions by removal of a thiophenoxide ion from a thioacetal or thioketal using soluble cuprous trifluoromethanesulfonate (triflate). 2 The procedure was applied to the syntheses of a variety of vinyl sulfides and of a furan. We now report applications which result in new ...