Efficient synthesis of 4-cyano 2,3-dihydrooxazoles by direct amination of 2-alkylidene 3-oxo nitriles

被引：8

作者：

Burini, E ^{[1
]}

Fioravanti, S ^{[1
]}

Morreale, A ^{[1
]}

Pellacani, L ^{[1
]}

Tardella, PA ^{[1
]}

机构：

[1] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy

来源：

SYNLETT | 2005年 / 17期

关键词：

Michael additions; cyclizations; domino reactions; 2-acyl aziridines; heterocycles;

D O I：

10.1055/s-2005-917097

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of N-protected O-sulfonyl hydroxylamine derivatives on 2-alkylidene 3-oxo nitrites gives 2,5-disubstituted 4-cyano 2,3-dihydrooxazoles (4-oxazolines) by a practical and efficient synthetic procedure under very mild conditions in high yields. Likely. the formation of N,O-heterocycles proceeds through a domino reaction involving a fast rearrangement of unstable 2-acyl 2-cyano aziridines.

引用

页码：2673 / 2675

页数：3

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