[HCo(CO)4]‐Catalyzed Three‐component Cycloaddition of Epoxides, Imines, and Carbon Monoxide: Facile Construction of 1, 3‐Oxazinan‐4‐ones1. Issue 37 (18th July 2014)

• Record Type: Journal Article
• Authors: Liu, Lixia; Sun, Huailin
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 37(2014)
• Page Start: 9865
• Page End: 9869
• Publication Date: 2014-07-18
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201403998
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>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].</p> </abstract>