Microwave-Assisted Ru(II)-Catalyzed Regioselective Methyl Acylation of 2-Arylbenzoazoles: Synthesis of Benzofuran Conjugates via C-H Activation/Annulation

被引:1
|
作者
Dastari, Sowmya [1 ]
Murugappan, Solai [1 ]
John, Stephy Elza [1 ]
Shankaraiah, Nagula [1 ]
机构
[1] Natl Inst Pharmaceut Educ & Res NIPER, Dept Med Chem, Hyderabad 500037, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 89卷 / 10期
关键词
ORTHO-ARYLATION; PALLADIUM; 2-ARYLBENZOTHIAZOLE; DERIVATIVES; BONDS;
D O I
10.1021/acs.joc.4c00402
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient Ru(II)-catalyzed C-H functionalization protocol for 2-arylbenzoazoles as the directing group and sulfoxonium ylide has been developed. Gratifyingly, concomitant annulation was observed when 3-(benzo[d]azol-2-yl) phenol was used, enabling the construction of benzofuran conjugates. Notably, the utilization of water as the solvent and an energy efficient approach makes the reaction greener, contributing to overall sustainability. This protocol exhibits excellent scalability up to the gram scale with a diverse array of substitutions. Furthermore, the mechanism was examined by ESI-MS, and photophysical studies were also performed.
引用
收藏
页码:7027 / 7035
页数:9
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