Substrate-Controlled Divergent Synthesis of Benzimidazole-Fused Quinolines and Spirocyclic Benzimidazole-Fused Isoindoles.

Ying-Ti Huang, Wan-Wen Huang, Yi-Ting Huang, Hong-Ren Chen, Indrajeet J Barve, Chung-Ming Sun

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Article in The Journal of organic chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

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2citing papers in PubMed

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2 citing papers in PubMed.

Substrate-Controlled Rh(III)-Catalyzed Regioselective Synthesis of Benzimidazole-5-carboxylic Acid with Iodonium Ylide toward Benzimidazole-Fused Isochromenes and Isoquinolines.The Journal of organic chemistry · 2026
Article
Rhodium-catalyzed transformations of diazo compoundsRSC advances · 2024
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Ying-Ti HuangDepartment of Applied Chemistry, National Yang Ming Chiao Tung University, 1001 Ta-Hsueh Road, Hsinchu 300-10, Taiwan ROC.

Wan-Wen HuangDepartment of Applied Chemistry, National Yang Ming Chiao Tung University, 1001 Ta-Hsueh Road, Hsinchu 300-10, Taiwan ROC.

Yi-Ting HuangDepartment of Applied Chemistry, National Yang Ming Chiao Tung University, 1001 Ta-Hsueh Road, Hsinchu 300-10, Taiwan ROC.

Hong-Ren ChenDepartment of Applied Chemistry, National Yang Ming Chiao Tung University, 1001 Ta-Hsueh Road, Hsinchu 300-10, Taiwan ROC.

Indrajeet J BarveDepartment of Chemistry, MES Abasaheb Garware College, Pune 411004, Maharashtra India.

Chung-Ming SunDepartment of Applied Chemistry, National Yang Ming Chiao Tung University, 1001 Ta-Hsueh Road, Hsinchu 300-10, Taiwan ROC.ORCID 0000-0002-1804-1578

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6 · The paper itself

Abstract

A Rh(III)-catalyzed annulation of 2-arylbenzimidazoles with α-diazo carbonyl compounds via C-H activation/carbene insertion/intramolecular cyclization is explored. The switchable product selectivity is achieved by the use of distinct α-diazo carbonyl compounds. Benzimidazole-fused quinolines are obtained through [4 + 2] annulation exclusively when 2-diazocyclohexane-1,3-diones are used, where they act as a C2 synthon. Alternatively, diazonaphthalen-1(2

Identifiers

PMID38722245

DOI10.1021/acs.joc.4c00164

PMCPMC11165576

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