An efficient and diastereoselective synthesis of hydrazino amides via a novel one-pot three-component reaction

被引：14

作者：

Ramezanpour, Sorour ^{[1
]}

Balalaie, Saeed ^{[1
]}

Rominger, Frank ^{[2
]}

Bijanzadeh, Hamid Reza ^{[1
,3
]}

机构：

[1] KN Toosi Univ Technol, Peptide Chem Res Ctr, Tehran, Iran

[2] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany

[3] Tarbiat Modares Univ, Dept Chem, Tehran, Iran

来源：

TETRAHEDRON | 2013年 / 69卷 / 16期

基金：

美国国家科学基金会;

关键词：

alpha-Hydrazino amides; alpha-Hydrazino pseudopeptides; One-pot three-component reaction; Isocyanide-based multicomponent reaction; Diastereoselectivity; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTIONS; IN-VITRO; DERIVATIVES; DESIGN; CHEMISTRY; BIOLOGY; AGENTS;

D O I：

10.1016/j.tet.2013.02.056

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient one-pot three-component synthesis of a series of alpha-hydrazino amides, obtained in high diastereoselectivity and yield, was realized starting from cyclic ketones, hydrazides, and isocyanides in the presence of 10 mol % p-TsOH in ethanol at room temperature. The synthetic protocol was optimized and the observed diastereoselectivity was measured using H-1 NMR spectroscopy. (C) 2013 Published by Elsevier Ltd.

引用

页码：3480 / 3485

页数：6

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