The Diels-Alder reactivity of (E)-3-phenylsulfonylprop-2-enenitrile, a cyanoacetylene equivalent

被引：12

作者：

Bradley, PJ ^{[1
]}

Grayson, DH ^{[1
]}

机构：

[1] Univ Dublin Trinity Coll, Chem Lab, Dublin 2, Ireland

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2002年 / 15期

关键词：

D O I：

10.1039/b203391g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(E)-3-Phenylsulfonylprop-2-enenitrile undergoes facile Diels-Alder reactions, moderate regioselectivity being observed with several unsymmetrical dienes. Danishefsky's diene and furfuryl alcohol react regioselectively. The cycloadducts formed with cyclopentadiene and with anthracene undergo base-catalysed elimination of benzenesulfinic acid to yield, alpha,beta-unsaturated nitriles.

引用

页码：1794 / 1799

页数：6

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