The Cyclopropyl Group as a Neglected Donor in Donor-Acceptor Cyclopropane Chemistry

被引：81
|
作者：
Kreft, Alexander [1 ]
Jones, Peter G. [2 ]
Werz, Daniel B. [1 ]
机构：
[1] TU Braunschweig, Inst Organ Chem, Hagenring 30, D-38106 Braunschweig, Germany
[2] TU Braunschweig, Inst Anorgan & Analyt Chem, Hagenring 30, D-38106 Braunschweig, Germany
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 07期
关键词：
PARA-QUINONE METHIDES; LEWIS-ACID; SUBSTITUTED CYCLOPROPANES; CYCLOADDITION REACTIONS; AZIDES SYNTHESIS; 3+2 ANNULATION; DERIVATIVES; ACCESS; ION; GENERATION;
D O I：
10.1021/acs.orglett.8b00603
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
D-A cydopropanes bearing a simple, cydopropyl group as donor are shown to undergo a variety of [3+n]-cydaddition reactions (n = 2-4). This behavior contrasts sharply with that of common D-A cyclopropipes with aliphatic donors: Kinetic experiments demonstrate that, in terms of donor ability the cydopropyl substituent lies between electron-rich and electron-neutral aryl donors.
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页码：2059 / 2062
页数：4
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