Rhodium-Catalyzed [4+2]-Annulation of o-Acylanilines with N-Sulfonyl-1,2,3-triazoles: Synthesis of 3-Aminoquinolines

被引:8
作者
Rupa, Kavuri [1 ]
Yadagiri, Dongari [1 ,2 ]
Anbarasan, Pazhamalai [1 ]
机构
[1] Indian Inst Technol Madras, Dept Chem, Chennai 600036, India
[2] Indian Inst Technol Roorkee, Dept Chem, Roorkee 247667, India
关键词
QUINOLINE; TRANSANNULATION; REARRANGEMENT; CHEMOSENSOR; ALKYLATION; INDOLINES; ALCOHOLS; COMPLEX; ACCESS;
D O I
10.1021/acs.joc.3c00748
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient synthesis of 3-aminoquinolines has been demonstratedfrom readily accessible N-sulfonyl-1,2,3-triazolesand o-acylaniline derivatives. This transformationinvolves the generation of C-C and C-N bonds throughinsertion of rhodium azavinyl carbenoid into a N-H bond followedby cyclization and aromatization. The important features include goodfunctional group tolerance, synthesis of indoloquinoline, and isolationof N-H-inserted product, a potential intermediate.
引用
收藏
页码:9077 / 9086
页数:10
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