Substituent-controlled regioselective arylation of carbazoles using dual catalysis

Literature Information

Publication Date 2023-12-20
DOI 10.1039/D3OB01827J
Impact Factor 3.876
Authors

M. Shahid, Perumal Muthuraja, Purushothaman Gopinath


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Abstract

Regioselective arylation of carbazoles is reported using dual palladium–photoredox catalysis. Controlled monoarylation and diarylation of symmetrical and unsymmetrical carbazoles were achieved under mild reaction conditions with a broad substrate scope and functional group tolerance. Steric and electronic control the regioselectivity of the arylation of unsymmetrical carbazoles. Late-stage functionalization of a caprofen drug derivative and large-scale synthesis of mono- and di-arylated carbazoles were demonstrated to showcase the synthetic versatility of the method. Finally, we also showcased the synthesis of hyellazole analogues (a marine alkaloid) in a short route using our strategy.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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