Removal of sulfur groups from molecules by copper (I). Preparation of sulfur-substituted 1, 3-dienes for the Diels-Alder reaction

T Cohen, AJ Mura Jr, DW Shull, ER Fogel…

Index: Cohen,T. et al. Journal of Organic Chemistry, 1976 , vol. 41, # 19 p. 3218 - 3219

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Citation Number: 63

Abstract

Sir: We wish to report a simple procedure for the preparation of 1,3-dienes which are substituted by phenylthio groups. Because of the great versatility of sulfur in organic com- pounds, the Diels-Alder adducts of these dienes should be of considerable value in synthesis. ... Our procedure consists of the copper(1)-induced removal2 of one or two thiophenol molecules from readily available diene precursors; eq 1-3 are given as examples.394 SPh dry HC1 I MeCH- ...