z-logo
Premium
[HCo(CO) 4 ]‐Catalyzed Three‐component Cycloaddition of Epoxides, Imines, and Carbon Monoxide: Facile Construction of 1,3‐Oxazinan‐4‐ones
Author(s) -
Liu Lixia,
Sun Huailin
Publication year - 2014
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201403998
Subject(s) - carbon monoxide , cycloaddition , epoxide , chemistry , catalysis , imine , ring (chemistry) , component (thermodynamics) , monoxide , bar (unit) , organic chemistry , physics , thermodynamics , meteorology
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 ].

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom