Tetrahedron Letters

Phenoxide-mediated Sonogashira coupling of trimethylsilylalkynes and aryliodides: practical synthesis of phenolic-hydroxy-substituted diarylethynes and 1, 4- …

M Shigeta, J Watanabe, G Konishi

Index: Shigeta, Masayuki; Watanabe, Junji; Konishi, Gen-Ichi Tetrahedron Letters, 2013 , vol. 54, # 13 p. 1761 - 1764

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Citation Number: 5

Abstract

We successfully synthesized phenolic-hydroxy-substituted diarylethynes and 1, 4- diarylbutadiynes from trimethylsilylalkynes and aryliodides via silyl-group-migration-induced deprotection of alkynes and the usual Sonogashira coupling. The phenol moiety, which works as a desilylating agent, can be attached to any position in the coupling partner. This improvement for Sonogashira coupling would be highly effective, especially when the ...