1,5-Benzoheteroazepines through eco-friendly general condensation reactions

被引：52

作者：

Nardi, Monica ^{[1
]}

Cozza, Annalisa ^{[1
]}

Maiuolo, Loredana ^{[1
]}

Oliverio, Manuela ^{[2
]}

Procopio, Antonio ^{[2
]}

机构：

[1] Univ Calabria, Dipartimento Chim, I-87030 Arcavacata Di Rende, Cs, Italy

[2] Magna Graecia Univ Catanzaro, Dipartimento Sci Farmacobiol, I-88021 Roccelletta Di Borgia, CZ, Italy

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 38期

关键词：

Benzodiazepine; Benzooxazepine; Benzothiazepine; Erbium(III) triflate; Microwave; HIGHLY EFFICIENT; 1,5-BENZODIAZEPINES; CYCLOADDITION; EPOXIDES; BENZOHETEROAZEPINE; TRIFLATE; ACID;

D O I：

10.1016/j.tetlet.2011.06.029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Condensation reactions of o-phenylenediamine and 2 equiv of acetone produce biaryl-substituted 1, 5-benzodiazepines. The synthetic protocol shows general applicability since similar reaction of o-phenylenediamines, o-aminophenol, and o-aminothiophenol with ketones or chalcones leads to formation of functionalized 1,5-benzoheteroazepines in good to excellent yields. The synthetic protocol fulfills many green-chemical requirements using simple MW-assistance to promote the activation of ketones and the eco-compatible Er(III) triflate as activator of chalcones. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：4827 / 4834

页数：8

共 44 条

[1] Design and synthesis of potent bradykinin agonists containing a benzothiazepine moiety [J].