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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
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.
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页码:723 / 728
页数:6
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