Nickel-catalyzed cross-coupling of unactivated alkyl halides and tosylate carrying a functional group with alkyl and phenyl Grignard reagents

SP Singh, J Terao, N Kambe

Index: Singh, Surya Prakash; Terao, Jun; Kambe, Nobuaki Tetrahedron Letters, 2009 , vol. 50, # 40 p. 5644 - 5646

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Citation Number: 24

Abstract

By the use of catalytic amounts of a nickel salt and a 1, 3-butadiene, primary and secondary alkyl Grignard reagents undergo cross-coupling with alkyl bromides, iodide, and tosylate carrying a functional group such as amide, ester, and ketone at 0° C in THF. The present procedure provides a simple, convenient, and practical method for construction of carbon chains in the presence of various functional groups. PhMgBr also gave the corresponding ...