One-Pot Synthesis of 3,4,5-Trisubstituted 1,2,4-Triazoles via the Addition of Hydrazides to Activated Secondary Amides

被引：68

作者：

Bechara, William S. ^{[1
]}

Khazhieva, Inna S. ^{[1
]}

Rodriguez, Elsa ^{[1
]}

Charette, Andre B. ^{[1
]}

机构：

[1] Univ Montreal, Dept Chem, Fac Arts & Sci, Ctr Green Chem & Catalysis,Stn Downtown, Montreal, PQ H3C 3J7, Canada

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 05期

基金：

加拿大创新基金会; 加拿大自然科学与工程研究理事会;

关键词：

HIGHLY STEREOSELECTIVE-SYNTHESIS; VINYL-SUBSTITUTED OXADIAZOLES; SOLID-PHASE SYNTHESIS; SELECTIVE INHIBITORS; ORGANOMETALLIC REAGENTS; COORDINATION CHEMISTRY; BIOLOGICAL EVALUATION; MARAVIROC UK-427,857; BOND FORMATION; IV INHIBITOR;

D O I：

10.1021/acs.orglett.5b00128

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general approach has been developed for the one-pot synthesis of 3,4,5-trisubstituted 1,2,4-triazoles from secondary amides and hydrazides via triflic anhydride activation followed by microwave-induced cyclodehydration. In addition, the 1,2,4-triazole moiety is shown to be a useful directing group for Ru-catalyzed C-H arylation. Access to 1,2,4-triazolophenanthridine can be achieved from the reaction products using a Pd-catalyzed intramolecular C-H functionalization reaction.

引用

页码：1184 / 1187

页数：4

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