Synthesis of Multisubstituted Allenes via Palladium-Catalyzed Cross-Coupling Reaction of Propargyl Acetates with an Organoaluminum Reagent

Zhen Zhang, Song Mo, Gang Zhang, Xuebei Shao, Qinghan Li*, Ying Zhong

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

Z. Zhang, S. Mo, G. Zhang, X. Shao, Q. Li, Y. Zong, Synlett, 2017, 28, 611-614.

DOI: 10.1055/s-0036-1588389

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Abstract

Pd(PPh₃)₂Cl₂/Ph₃P catalyzes a reaction of propargyl acetates with 1.2 equivalents of an organoaluminum reagent in the presence of K₂CO₃ in THF to produce tri- or tetrasubstituted allenes in good to excellent yields and high regioselectivities at 60°C.

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Key Words

allenes, palladium, propargyl acetate, organoaluminum reagent, cross-coupling

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ID: J60-Y2017