Tetrahedron Letters

Selective 1, 2-dihalogenation and oxy-1, 1-dihalogenation of alkynes by N-halosuccinimides

J Liu, W Li, C Wang, Y Li, Z Li

Index: Liu, Jinhua; Li, Wenjuan; Wang, Chao; Li, Yao; Li, Zhiping Tetrahedron Letters, 2011 , vol. 52, # 33 p. 4320 - 4323

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Citation Number: 27

Abstract

1, 2-Dihalogenation and oxy-1, 1-dihalogenation of alkynes by N-halosuccinimides can be selectively realized through using different reaction conditions. α, β-Dihalo alkenes were obtained exclusively using THF as solvent without using any catalyst, while α, α-dihalo ketones were synthesized using a mixed solvent of THF and H2O in the presence of FeCl3· 6H2O. Terminal aromatic alkynes are smoothly transformed into α, α-dihalo ketones on ...