Copper-Catalyzed Reaction of α-Aryldiazoesters with Terminal Alkynes: A Formal [3+2] Cycloaddition Route Leading to Indene Derivatives

被引：85

作者：

Park, Eun Ju

Kim, Seok Hwan

Chang, Sukbok ^{[1
]}

机构：

[1] Korea Adv Inst Sci & Technol, Dept Chem, Taejon 305701, South Korea

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 51期

关键词：

D O I：

10.1021/ja808080h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It was discovered that Cu(lPr)Cl-catalyzed reaction of terminal alkynes with alpha-aryldiazoacetates provides indene derivatives, formal [3 + 2] cycloaddition adducts. Excellent regio- and chemoselectivity were observed to afford either 3H- or 1 H-indene esters depending on the reaction conditions employed. The reaction is proposed to proceed via tandem processes: alkyne insertion into copper-carbenoid, intramolecular electrophilic attack on the aromatic ring, and then isomerization.

引用

页码：17268 / +

页数：3

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