Tetrahedron

Reactions of some alkynyl halides with Samarium (II) iodide

Z Zhou, D Larouche, SM Bennett

Index: Zhou, Zhihong; Larouche, Denis; Bennett, Sharon M. Tetrahedron, 1995 , vol. 51, # 43 p. 11623 - 11644

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Citation Number: 34

Abstract

Certain alkynyl halides (6-halo-1-ynes) react with samarium (II) iodide (SmI2) to give cyclized products (methylenecyclopentanes) in good yield. We have found some interesting evidence for the presence of radical and unstable organosamarium intermediates in these reductive cyclizations. Methyl 7-halohept-2-ynoates are not. however, good substrates for this cyclization methodology.