What question did this study set out to answer?

Develop a method for synthesizing C3-cyanoalkylated quinoxalin-2(1H)-ones through C–H/C–H cross dehydrogenation.

May 3, 2026European Journal of Organic Chemistry0 citations

Site‐Selective C–H/C–H Cross Dehydrogenative Coupling Between Quinoxalin‐2(1H)‐Ones and Aliphatic Nitriles

YXYizhuo XueHubei University of Technology YZYingjie ZhangHubei University of Technology CLChuan LiHubei University of Technology

Key Points

Develop a method for synthesizing C3-cyanoalkylated quinoxalin-2(1H)-ones through C–H/C–H cross dehydrogenation.
Utilized quinoxalin-2(1H)-ones and aliphatic nitriles as substrates.
Focused on site-selective C−H activation at β- or γ-positions.
Assessed substrate scope and yield of resulting products.
Achieved moderate to good yields of C3-cyanoalkylated products.
Demonstrated broad substrate applicability with useful synthetic potential.
Site-selectivity indicated effective control over C−H activation outcomes.

Abstract

An efficient and facile method was developed for the synthesis of C3‐cyanoalkylated quinoxalin‐2(1H)‐ones via a C–H/C–H cross dehydrogenation coupling between quinoxalin‐2(1H)‐ones and aliphatic nitriles. The method enables the β‐ or γ ‐site‐selective C−H activation of aliphatic nitriles, giving the corresponding products in moderated to good yields. The reaction demonstrated a broad substrate scope and useful synthetic application ability.

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