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Literature DB >> 33172274

Rh(III)-Catalyzed Imidoyl C-H Carbamylation and Cyclization to Bicyclic [1,3,5]Triazinones.

Danielle N Confair¹, Nathaniel S Greenwood¹, Brandon Q Mercado¹, Jonathan A Ellman¹.

Abstract

A Rh(III)-catalyzed synthesis of bicyclic [1,3,5]triazinones from a diverse array of imines coupled with ethyl (pivaloyloxy)carbamate is reported. The preparation of [5,6]- and [6,6]-bicyclic heterocycles substituted with aryl, alkyl, and alkoxy groups demonstrated a broad reaction scope. The efficiency of this approach was further enhanced with the development of a three-component variant featuring in situ imine formation. X-ray crystallographic characterization of a rhodacycle formed by imidoyl C-H activation provides support for the proposed mechanism.

Entities: Chemical

Year: 2020 PMID： 33172274 PMCID： PMC7702018 DOI： 10.1021/acs.orglett.0c03393

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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References

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Journal: Org Lett Date: 2020-01-24 Impact factor: 6.005

Rh(III)-Catalyzed Imidoyl C-H Carbamylation and Cyclization to Bicyclic [1,3,5]Triazinones.

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