Tetrahedron Letters

Terminal alkynes from aldehydes via dehydrohalogenation of (Z)-1-iodo-1-alkenes with TBAF

M Beshai, B Dhudshia, R Mills, AN Thadani

Index: Beshai, Mira; Dhudshia, Bhartesh; Mills, Ryan; Thadani, Avinash N. Tetrahedron Letters, 2008 , vol. 49, # 48 p. 6794 - 6796

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Citation Number: 17

Abstract

Terminal alkynes were prepared in near quantitative yields via dehydrohalogenation of (Z)-1- iodo-1-alkenes with tetrabutylammonium fluoride (TBAF) under mild conditions. The methodology was expanded to include a one-pot, direct synthesis of terminal alkynes from aldehydes without the necessity of isolating and purifying the intermediate iodoalkene.