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One-Pot Synthesis of Cyclic Carbonates from Aldehydes, Sulfur Ylide, and CO2

Ravindra D. Aher, B. Senthil Kumar, Arumugam Sudalai*

*Chemical Engineering and Process Development Division, CSIR-National Chemical Laboratory, Pashan Road, Pune - 411 008, India, Email: a.sudalaincl.res.in

R. D. Aher, B. S. Kumar, A. Sudalai, Synlett, 2014, 25, 97-101.

DOI: 10.1055/s-0033-1340072 (free Supporting Information)


Abstract

Treatment of aldehydes with sulfur ylides, followed by a reaction with CO2 under mild conditions, produces cyclic carbonates in preparative yields. Sodium iodide, which is formed in situ, promotes the reaction between the intermediate epoxides with CO2 at ambient conditions, thus constituting a versatile metal-free synthesis of organic cyclic carbonates from aldehydes.

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Key Words

cyclization, epoxides, insertion, carbon dioxide, dioxolanones


ID: J60-Y2014