Domino Suzuki coupling and condensation reaction: an efficient strategy towards synthesis of phenanthridines

被引:18
|
作者
Ghosh, Munmun [1 ]
Ahmed, Atiur [1 ]
Singha, Raju [1 ]
Ray, Jayanta K. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Kharagpur 721302, W Bengal, India
关键词
Phenanthridine; Domino reaction; Suzuki coupling; N-(2-lodo-aryl)-formamide; Palladium acetate; METAL-FREE; ETHIDIUM-BROMIDE; DERIVATIVES; CYCLIZATION; ANTITUMOR; DNA;
D O I
10.1016/j.tetlet.2014.11.092
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short and convenient hetero-annulation protocol has been developed for the synthesis of substituted phenanthridines via domino Suzuki coupling and condensation between N-(2-iodo-aryl)-formamide derivatives and 2-formylphenylboronic acid in the presence of Pd(OAc)(2), Cs2CO3 and PPh3 as catalytic system in dry DMF at 85-90 degrees C for 6-7 h. The intermediate after Suzuki coupling and deprotection of nitrogen under the same catalytic system, furnishes the corresponding phenanthridines in good yields after immediate condensation and dehydration. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:353 / 355
页数:3
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