Facile access to C -substituted piperazin-2-ones and mianserin derivative enabled by chemoselective carbene insertion and cyclization cascade.
| Autor: | Kumar D; Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India. malleswara.kuram@cdri.res.in.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India., Unnikrishnan U; Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India. malleswara.kuram@cdri.res.in., Kuram MR; Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, Lucknow 226031, India. malleswara.kuram@cdri.res.in.; Academy of Scientific and Innovative Research (AcSIR), Ghaziabad, 201002, India. |
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| Jazyk: | angličtina |
| Zdroj: | Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2024 May 28; Vol. 60 (44), pp. 5691-5694. Date of Electronic Publication: 2024 May 28. |
| DOI: | 10.1039/d4cc00959b |
| Abstrakt: | The chemoselective N-H insertion of unsymmetrical diamines into carbene is a longstanding challenge. A simple copper-catalyzed strategy for synthesizing C -substituted piperazinones is described, employing easily accessible diazo compounds and 1,2-diamines. The reaction proceeded via chemo-selective carbene insertion at the comparatively less nucleophilic amine, followed by instantaneous cyclization. The protocol was further extended to access NH-free piperazinone, and the synthesis of a Mianserin derivative. |
| Databáze: | MEDLINE |
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