Literature DB >> 25045051

[HCo(CO)₄]-catalyzed three-component cycloaddition of epoxides, imines, and carbon monoxide: facile construction of 1,3-oxazinan-4-ones.

Lixia Liu1, Huailin Sun.   

Abstract

The three-component [3+2+1] cycloaddition of epoxides, imines, and carbon monoxide to produce 1,3-oxazinan-4-ones has been developed by using [HCo(CO)4] as the catalyst. The reaction occurs for a wide variety of imines and epoxides, under 60 bar of CO pressure at 50 °C, to produce 1,3-oxazinan-4-ones with different substitution patterns in high yields, and provides an efficient and atom-economic route to heterocycles from simple and readily available starting materials. A plausible mechanism involves [HCo(CO)4]-induced ring-opening of the epoxide, followed by sequential addition of carbon monoxide and the imine, and then ring closure to form the product accompanied by regeneration of [HCo(CO)4].
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cobalt; cycloaddition; epoxides; heterocycles; multicomponent reactions

Year:  2014        PMID: 25045051     DOI: 10.1002/anie.201403998

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  1 in total

1.  Hydroperoxidations of Alkenes using Cobalt Picolinate Catalysts.

Authors:  Zulema Peralta-Neel; K A Woerpel
Journal:  Org Lett       Date:  2021-06-14       Impact factor: 6.072

  1 in total

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