An alternative approach towards novel heterocycle-fused 1,4-diazepin-2-ones by an aromatic amidation protocol

被引：29

作者：

Correa, A ^{[1
]}

Herrero, MT ^{[1
]}

Tellitu, I ^{[1
]}

Domínguez, E ^{[1
]}

Moreno, I ^{[1
]}

SanMartin, R ^{[1
]}

机构：

[1] Univ Basque Country, Dept Quim Organ 1, Fac Ciencias, Bilbao 48080, Spain

来源：

TETRAHEDRON | 2003年 / 59卷 / 36期

关键词：

hypervalent iodine; heterocycles; cyclizations; N-acylnitrenium; diazepin-2-ones;

D O I：

10.1016/S0040-4020(03)01123-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of new 1,4-diazepin-2-one derivatives starting from glycine or alanine aminoacids is presented. The key cyclization step includes the PIFA mediated formation of N-acylnitrenium ions and their subsequent intramolecular trapping by an (hetero)aromatic ring. The so-promoted aromatic amidation process takes place without loss of enantiomeric purity when optically pure methoxyamide precursors are employed. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：7103 / 7110

页数：8

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