A Rhodium-Catalyzed Cascade Cyclization: Direct Synthesis of N- Substituted Phthalimides from Isocyanates and Benzoic Acids

被引：65

作者：

Shi, Xian-Ying ^{[1
,2
,3
]}

Renzetti, Andrea ^{[1
]}

Kundu, Soumen ^{[1
]}

Li, Chao-Jun ^{[1
]}

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 0B8, Canada

[2] Shaanxi Normal Univ, Sch Chem & Chem Engn, Xian 710062, Peoples R China

[3] Key Lab Macromol Sci Shaanxi Prov, Xian 710062, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2014年 / 356卷 / 04期

基金：

加拿大自然科学与工程研究理事会;

关键词：

amidation; CH activation; cascade cyclization; isocyanates; phthalimides; rhodium; C-H BOND; ONE-STEP SYNTHESIS; CARBONYLATION REACTIONS; EFFICIENT SYNTHESIS; AROMATIC KETIMINES; CYCLIC IMIDES; IONIC LIQUID; ARYL; ACTIVATION; PALLADIUM;

D O I：

10.1002/adsc.201300834

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A rhodium(III)-catalyzed amidation between benzoic acids and isocyanates via direct functionalization of an ortho C-H bond followed by intramolecular cyclization is described. This cascade cyclization affords N-substituted phthalimides in one step in 26-91% yields. The reaction is highly atom-economical, since no theoretical waste except for water is generated in the reaction.

引用

页码：723 / 728

页数：6

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