Rh(III)-catalyzed oxidative C-H cross-coupling between indoles and thiophenes/furanes
Yuhao Wang1, Li Li1, Quansheng Zhao1
1Key Laboratory of Functional Molecular Solids (Ministry of Education), Anhui Key Laboratory of Molecular Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241002, China. zhangjt@ahnu.edu.cn.
Abstract:
A concise synthesis of biheteroarenes through Rh(III)-catalyzed cross-dehydrogenative coupling (CDC) of indoles with thiophenes/furanes is developed. This reaction is accomplished with the assistance of a quinoline auxiliary, featuring mild reaction conditions, high regioselectivity and broad substrate scope. Some mechanistic details of this reaction have been clarified using a series of control experiments, suggesting a catalytic cycle. The readily accessible gram-scale synthesis, further transformation of products and practical construction of polycyclic heteroaromatic hydrocarbons (PHAHs) demonstrate the potential utility of this strategy.
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