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：
加拿大自然科学与工程研究理事会; 加拿大创新基金会;
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
收藏
页码：1184 / 1187
页数：4
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