Reaction between dialkyl acetylenedicarboxylates and arylsulfonyl isocyanates in the presence of trialkyl phosphites: A simple and efficient synthesis of tetrasubstituted hydantoins

被引：16

作者：

Alizadeh, A ^{[1
]}

Bijanzadeh, HR ^{[1
]}

机构：

[1] Tarbiat Modarres Univ, Dept Chem, Tehran, Iran

来源：

SYNTHESIS-STUTTGART | 2004年 / 18期

关键词：

trialkyl phosphites; dialkyl acetylenedicarboxylates; arylsulfonyl isocyanates; multicomponent reaction; hydantoin;

D O I：

10.1055/s-2004-834893

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An effective route to novel hydantoins is described. This involves reaction of dialkyl acetylenedicarboxylates and arylsulfonyl isocyanates in the presence of trialkyl phosphites. Stable crystalline phosphorus ylides are obtained in excellent yields from the 1: 1:2 addition reaction between trialkyl phosphites and dialkyl acetylenedicarboxylates in the presence of arylsulfonyl isocyanates. These hydantoin-containing phosphoranes exist in solution as a mixture of two geometrical isomers as a result of restricted rotation around the carbon-carbon double bond resulting from conjugation of the ylide moiety with the adjacent carbonyl group.

引用

页码：3023 / 3028

页数：6

共 12 条

[1] CYCLOALKENES BY INTRAMOLECULAR WITTIG REACTION [J].