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Molecules 2015, 20(5), 8213-8222; doi:10.3390/molecules20058213

A Facile and Mild Synthesis of Trisubstituted Allylic Sulfones from Morita-Baylis-Hillman Carbonates

1
Engineering Research Center of Biopolymer Functional Materials of Yunnan, School of Chemistry and Biotechnology, Yunnan Minzu University, Kunming 650500, China
2
Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Chemistry and Biotechnology, Yunnan Minzu University, Kunming 650500, China
*
Authors to whom correspondence should be addressed.
Academic Editor: Panayiotis A. Koutentis
Received: 1 April 2015 / Revised: 29 April 2015 / Accepted: 4 May 2015 / Published: 7 May 2015
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Abstract

An efficient and catalyst-free synthesis of trisubstituted allylic sulfones through an allylic sulfonylation reaction of Morita-Baylis-Hillman (MBH) carbonates with sodium sulfinates has been developed. Under the optimized reaction conditions, a series of trisubstituted allylic sulfones were rapidly prepared in good to excellent yields (71%–99%) with good to high selectivity (Z/E from 79:21 to >99:1). Compared with known synthetic methods, the current protocol features mild reaction temperature, high efficiency and easily available reagents. View Full-Text
Keywords: Morita-Baylis-Hillman carbonate; allylic sulfone; trisubstituted alkene; allylic substitution Morita-Baylis-Hillman carbonate; allylic sulfone; trisubstituted alkene; allylic substitution
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Jiang, L.; Li, Y.-G.; Zhou, J.-F.; Chuan, Y.-M.; Li, H.-L.; Yuan, M.-L. A Facile and Mild Synthesis of Trisubstituted Allylic Sulfones from Morita-Baylis-Hillman Carbonates. Molecules 2015, 20, 8213-8222.

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