| Literature DB >> 25045051 |
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].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