Pd(TFA)2-catalyzed direct arylation of quinoxalinones with arenes

被引:61
作者
Paul, Sanjay [1 ,2 ]
Khanal, Hari Datta [1 ]
Clinton, Chayan Dhar [1 ]
Kim, Sung Hong [3 ]
Lee, Yong Rok [1 ]
机构
[1] Yeungnam Univ, Sch Chem Engn, Gyongsan 712749, South Korea
[2] Behala Coll, Dept Chem, Kolkata 700060, India
[3] Korea Basic Sci Inst, Anal Res Div, Daegu Ctr, Daegu 41566, Daegu 41566, South Korea
基金
新加坡国家研究基金会;
关键词
ALDOSE REDUCTASE INHIBITORS; C-H FUNCTIONALIZATIONS; OXIDATIVE ARYLATION; COUPLING REACTIONS; BOND FORMATION; QUINOXALIN-2(1H)-ONES; POTENT; ACTIVATION; IODOSOBENZENE; ALKENYLATION;
D O I
10.1039/c8qo01250d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct C-3 arylation of quinoxalin-2-ones with arenes is achieved by a Pd(TFA)(2)-catalyzed cross-dehydrogenative coupling (CDC) reaction. A wide array of functionalities, including highly sensitive allyl- and benzyl group substituted quinoxalin-2(H)-ones, are readily assembled with arenes containing electron-donating and electron-withdrawing groups in this CDC reaction. Highly regioselective products are produced in good yields with stronger electron-donating groups than toluene and densely substituted arenes as coupling partners. This protocol represents an efficient technique to access various 3-aryl-benzo[g]quinoxalinones and 2-aryl-4-methylpyrido[3,4-b]pyrazin-3(4H)-ones under mild conditions.
引用
收藏
页码:231 / 235
页数:5
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