Organic Chemistry Portal



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:

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

DOI: 10.1055/s-0031-1290365


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.

see article for more examples

Key Words

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

ID: J60-Y2012-0870