Generation of ArS- and ArSe-Substituted 4-Quinolone Derivatives Using Sodium Iodide As an Inducer

被引:45
作者
Ghosh, Prasanjit [1 ]
Nandi, Aritra Kumar [1 ]
Chhetri, Gautam [1 ]
Das, Sajal [1 ]
机构
[1] Univ North Bengal, Dept Chem, Darjeeling 734013, India
关键词
C-H BONDS; METAL-FREE; ORGANOSELENIUM COMPOUNDS; THIOPHENOLS SYNTHESIS; INTEGRASE INHIBITORS; SULFONYL HYDRAZIDES; AMBIENT CONDITIONS; GREEN CHEMISTRY; ARYL SULFIDES; IN-VITRO;
D O I
10.1021/acs.joc.8b01426
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An operationally simple sodium iodide-mediated C-S and C-Se bond formation protocol involving substituted 4-quinolone and thiols/diselenide to generate different ArS/ArSe-substituted 4-quinolone derivatives in excellent yields was developed. The versatility of this methodology has been successfully demonstrated by extension of the suitable reaction conditions to both substrates having different substituents. This regioselective C-H bond activation approach provides a direct access of structurally diverse 3-sulfenylated/selenylated 4-quinolone derivatives. Moreover, this new method proceeds without a transition-metal catalyst and prerequisite NH protection of 4-quinolone derivatives.
引用
收藏
页码:12411 / 12419
页数:9
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