Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin-3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides

被引：7

作者：

Sasiambarrena, Leandro D. ^{[1
]}

Barri, Ivan A. ^{[1
]}

Fraga, Guido G. ^{[1
]}

Bravo, Rodolfo D. ^{[1
]}

Ponzinibbio, Agustin ^{[1
]}

机构：

[1] Univ Nacl La Plata, Fac Ciencias Exactas, Dept Quim, Ctr Estudio Compuestos Organ CEDECOR UNLP CIC, RA-1900 La Plata, Buenos Aires, Argentina

来源：

TETRAHEDRON LETTERS | 2019年 / 60卷 / 03期

关键词：

1,4-Benzodiazepines; 2-Chloro-N-(2-nitrobenzyl)acetamides; Iron-ammonium chloride reduction; 2-Nitrobenzylamines; INTRAMOLECULAR SULFONYLAMIDOMETHYLATION; RECEPTOR; ANTICONVULSANT; POTENT; ANXIOLYTICS; DERIVATIVES; DESIGN; ESTERS; ROUTE;

D O I：

10.1016/j.tetlet.2018.12.029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro-N-(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol-water in good yields. This method provides a simple approach to these benzodiazepine-3-ones which are of high value in the field of medicinal chemistry research. (C) 2018 Elsevier Ltd. All rights reserved.

引用

页码：264 / 267

页数：4

共 36 条

[1] A versatile synthesis of fused triazolo derivatives by sequential Ugi/alkyne-azide cycloaddition reactions [J].