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

Literature Information

Publication Date 2018-12-12
DOI 10.1039/C8QO01250D
Impact Factor 5.281
Authors

Hari Datta Khanal, Chayan Dhar Clinton, Sung Hong Kim, Yong Rok Lee


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Abstract

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-arylbenzo[g]quinoxalinones and 2-aryl-4-methylpyrido[3,4-b]pyrazin-3(4H)-ones under mild conditions.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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