A new coupling reaction of alkyl iodides with electron deficient alkenes using nickel boride (cat.)-borohydride exchange resin in methanol

TB Sim, J Choi, MJ Joung, NM Yoon

Index: Sim, Tae Bo; Choi, Jaesung; Joung, Meyoung Ju; Yoon, Nung Min Journal of Organic Chemistry, 1997 , vol. 62, # 8 p. 2357 - 2361

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Citation Number: 28

Abstract

The radical addition reaction of alkyl iodides with α, β-unsaturated esters, nitriles, and ketones proceeds in moderate to excellent yields (50-95%) using Ni (OAc) 2 (0.05-0.2 equiv)- BER (3-5 equiv) in methanol in 1-9 h at room temperature or at 65° C. Nickel boride on borohydride exchange resin (BER) is a good alternative reagent to tributyltin hydride for the coupling of alkyl iodides with the electron deficient alkenes in methanol. Compared with ...