DEAD-Mediated Oxidative Ugi/Aza-Wittig Reaction for the Synthesis of 5-(1,2,3,4-Tetrahydroisoquinolin-1-yl)-1,3,4-oxadiazoles Starting from (N-Isocyanimine)triphenylphosphorane

被引：17

作者：

Sun, Mei ^{[1
]}

Zhao, Long ^{[1
]}

Yu, Yan-Ling ^{[1
]}

Ding, Ming-Wu ^{[1
]}

机构：

[1] Cent China Normal Univ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Minist Educ, Wuhan 430079, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2021年 / 53卷 / 07期

基金：

中国国家自然科学基金;

关键词：

oxidative Ugi reaction; aza-Wittig reaction; 1,3,4-oxadiazole; 1,2,3,4-tetrahydroisoquinoline; (N-isocyanimine)triphenylphosphorane; SP(3) C-H; REAGENT-BASED CYCLIZATION; ONE-POT; 1,3,4-THIADIAZOLE DERIVATIVES; 1,3,4-OXADIAZOLE DERIVATIVES; MULTICOMPONENT REACTIONS; REGIOSELECTIVE SYNTHESIS; BOND FUNCTIONALIZATION; EFFICIENT SYNTHESIS; UGI;

D O I：

10.1055/s-0040-1705967

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot protocol for the synthesis of 5-(1,2,3,4-tetra-hydroisoquinolin-1-yl)-1,3,4-oxadiazoles via DEAD-mediated oxidative Ugi/aza-Wittig reaction has been developed. The reaction of (N-iso-cyanimine)triphenylphosphorane, carboxylic acids, and N-aryl-1,2,3,4-tetrahydroisoquinolines produced polysubstituted 5-(1,2,3,4-tetra-hydroisoquinolin-1-yl)-1,3,4-oxadiazoles directly in good yields in the presence of DEAD as an oxidant.

引用

收藏

页码：1365 / 1371

页数：7

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