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

被引：19

作者：

Zhang, Zhen ^{[1
]}

Mo, Song ^{[1
]}

Zhang, Gang ^{[1
]}

Shao, Xuebei ^{[1
]}

Li, Qinghan ^{[1
]}

Zhong, Ying ^{[1
]}

机构：

[1] Southwest Univ Nationalities, Coll Chem & Environm Protect Engn, Chengdu 610041, Peoples R China

来源：

SYNLETT | 2017年 / 28卷 / 05期

关键词：

allenes; palladium; propargyl acetate; organoaluminum reagent; cross-coupling; ONE-POT SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; SELECTIVE SYNTHESIS; BENZYLIC HALIDES; EFFICIENT; SUBSTITUTION; ALDEHYDES; BROMIDES; CARBON;

D O I：

10.1055/s-0036-1588389

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We describe a convenient method for the synthesis of multi-substituted allenes from cross-coupling of propargyl acetates with organoaluminum reagent: The reaction of propargyl acetates with 1.2 equivalents of organoaluminum reagent mediated by Pd(PPh3)(2)Cl-2 (1 mol%)/Ph3P (2 mol%) and K2CO3 in THF may produce tri- or tetra-substituted allenes in good to excellent yields (83-94%) and high regioselectivities (up to 99%) at 60 degrees C in 3-4 hours.

引用

页码：611 / 614

页数：4

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