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Diphenyl Carbonate: A Highly Reactive and Green Carbonyl Source for the Synthesis of Cyclic Carbonates

Ek Raj Baral, Jun Hee Lee*, Jeung Gon Kim*

*Dongguk University, Gyeongju 38066; Chonbuk National University, Jeonju 54896, Republic of Korea, Email: leejunheedongguk.ac.kr, jeunggonkimjbnu.ac.kr

E. R. Baral, J. H. Lee, J. G. Kim, J. Org. Chem., 2018, 83, 11768-11776.

DOI: 10.1021/acs.joc.8b01695 (free Supporting Information)


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Abstract

A reaction of diphenyl carbonate and various diols provides highly valuable cyclic carbonates in the presence of 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) as organocatalyst. This practical, safe, and highly efficient carbonylation system successfully replaced highly toxic and unstable phosgene or its derivatives while maintaining the desired high reactivity. Moreover, this new system can be used to synthesize sterically demanding cyclic carbonates.

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Key Words

dioxolanones, organocatalysis


ID: J42-Y2018