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Synthesis of Allenes via Nickel-Catalyzed Cross-Coupling Reaction of Propargylic Bromides with Grignard Reagents

Qinghan Li*, Hanmou Gau

*College of Chemistry and Environmental Proection Engineering, Southwest University for Nationalities, Chengdu, 610041, P. R. of China, Email: jinznju.edu.cn

Q. Li, H. Gau, Synlett, 2012, 23, 747-750.

DOI: 10.1055/s-0031-1290365


Abstract

Cross-coupling of propargylic bromide with Grignard reagent enables a convenient method for the synthesis of terminal allenes. The reaction of propargylic bromide with 1.2 equivalents of Grignard reagent catalyzed by a complex of Ni(acac)2 and Ph3P in THF produces terminal allenes in good yields and high regioselectivities at room temperature.

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Key Words

allenes, nickel, propargylic bromide, Grignard reagent, cross-coupling


ID: J60-Y2012-0870