Tetrahedron

One-pot, solvent-free regioselective addition reactions of propargyl bromide to carbonyl compounds mediated by Zn–Cu couple

X Ma, JX Wang, S Li, KH Wang, D Huang

Index: Ma, Xiaofang; Wang, Jin-Xian; Li, Shunxi; Wang, Ke-Hu; Huang, Danfeng Tetrahedron, 2009 , vol. 65, # 42 p. 8683 - 8689

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Citation Number: 25

Abstract

A Barbier-type propargylation of carbonyl compounds with propargyl bromide has been achieved with reactive zinc–copper couple under solvent-free conditions. The reaction of aldehydes with propargyl bromide produced the unique homopropargyl alcohols in excellent yields at room temperature without the formation of homoallenyl alcohols. The ketones reacted with propargyl bromide to give the corresponding homopropargyl ...