Multicatalytic Synthesis of α-Pyrrolidinyl Ketones via a Tandem Palladium(II)/Indium(III)-Catalyzed Aminochlorocarbonylation/Friedel-Crafts Acylation Reaction

被引:121
作者
Cernak, Tim A. [1 ]
Lambert, Tristan H. [1 ]
机构
[1] Columbia Univ, Dept Chem, New York, NY 10027 USA
基金
美国国家科学基金会;
关键词
INTRAMOLECULAR ALKOXYPALLADATION CARBONYLATION; ALKOXY-CARBONYLATION; INDIUM TRICHLORIDE; ALKYLATION; CATALYSIS; TRANSFORMATIONS; SUBSTITUTION; HETEROCYCLES; CYCLIZATION; STRATEGIES;
D O I
10.1021/ja809897f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An oxidative carbonylation reaction that generates acid chloride functionality has been developed. Furthermore, this aminochlorocarbonylation reaction has been merged with a catalytic Friedel-Crafts acylation to produce a highly efficient tandem multicatalytic synthesis of pyrrolidinyl ketones. Significant variation of the aromatic nucleophile and substrate are shown. Two examples of incorporation of this method in triple-catalytic sequences are also demonstrated.
引用
收藏
页码:3124 / +
页数:3
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