AI Article Synopsis
- A new method using Rh(III) as a catalyst allows for the creation of bicyclic [1,3,5]triazinones by combining imines with ethyl (pivaloyloxy)carbamate.
- This method shows flexibility, successfully producing various [5,6]- and [6,6]-bicyclic compounds with different aryl, alkyl, and alkoxy group substitutions.
- The process was made more efficient through a three-component reaction that forms imines on the spot, and X-ray crystallography confirms the structure of an intermediate rhodacycle, supporting the reaction mechanism.
Article 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.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC7702018 | PMC |
| http://dx.doi.org/10.1021/acs.orglett.0c03393 | DOI Listing |
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