Rh(III)-Catalyzed Olefination and Alkylation of Arenes with Maleimides: A Tunable Strategy for C(sp2)–H Functionalization

Wenjie Zhang; Xueyan Liu; Zhenfeng Tian; Hongji Li

doi:10.1055/s-0037-1610765

Synthesis, Table of Contents

Synthesis 2021; 53(13): 2229-2239
DOI: 10.1055/s-0037-1610765

paper

Rh(III)-Catalyzed Olefination and Alkylation of Arenes with Maleimides: A Tunable Strategy for C(sp²)–H Functionalization

Wenjie Zhang

^aKey Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; School of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China

,

Xueyan Liu

^bBengbu Product Quality and Inspection Institute, Bengbu, Anhui 233040, P. R. of China

,

Zhenfeng Tian

^aKey Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; School of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China

,

Hongji Li∗

^aKey Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education; School of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China

› Author Affiliations

Abstract

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Abstract

We herein report a new nitrogen-directed Rh(III)-catalyzed C(sp²)–H bond functionalization of N-nitrosoanilines and azoxybenzenes with maleimides as a coupling partner, in which the olefination/alkylation process can be finely controlled at room temperature by variation of the reaction conditions. This method shows excellent functional group tolerance, and presents a mild access to the resulting olefination/alkylation products in moderate to good yields.

Key words

rhodium catalysis - nitrosoanilines - azoxybenzenes - olefination - alkylation

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References

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