Rh(III)-Catalyzed [4 + 2] Annulation and Dehydrogenative Annulation of -Chloroimines with Maleimides.

J Org Chem

Department of Polymer Science and Engineering, School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210023, China.

Published: January 2025

We herein report a Rh(III)-catalyzed C-H bond coupling of -chloroimines with maleimides, in which the [4 + 2] annulation and dehydrogenative annulation processes can be selectively achieved by simply adjusting the reaction conditions. This protocol is compatible with various functional groups, shows exquisite selectivity, and presents a concise synthetic procedure to respective products in moderate to good yields. With all these merits, this strategy may be applicable in the construction of related azaheterocyclic skeletons.

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http://dx.doi.org/10.1021/acs.joc.4c02989DOI Listing

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