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Molecules 2017, 22(9), 1458; doi:10.3390/molecules22091458

Dramatic Influence of Ionic Liquid and Ultrasound Irradiation on the Electrophilic Sulfinylation of Aromatic Compounds by Sulfinic Esters

1
Department of Organic Chemistry, VNUHCM-University of Science, 227 Nguyen Van Cu St., Dist. 5, 700000 Ho Chi Minh City, Vietnam
2
Department of Science and Environment, Roskilde University, P.O. Box 260, DK-4000 Roskilde, Denmark
*
Author to whom correspondence should be addressed.
Received: 12 August 2017 / Revised: 28 August 2017 / Accepted: 28 August 2017 / Published: 4 September 2017
(This article belongs to the Section Organic Synthesis)
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Abstract

The sulfinylation reaction of aromatic and hetero-aromatic compounds with sulfinic esters as electrophiles has been investigated in different ionic liquids and by means of different Lewis acid salts in order to get moderate to good yields of asymmetrical sulfoxides. Mixtures of 1-butyl-3-methylimidazolium chloride and aluminum chloride were found to be the most efficient and recyclable reaction framework. Ultrasound sonication appeared to be the most useful and green activation method to afford the sulfoxides in yields better than or equivalent to those obtained under the longer-lasting conventional stirring conditions. View Full-Text
Keywords: Friedel-Crafts sulfinylation; sulfinic ester; synthesis of sulfoxide; ultrasound irradiation; chloroaluminate-based ionic liquid Friedel-Crafts sulfinylation; sulfinic ester; synthesis of sulfoxide; ultrasound irradiation; chloroaluminate-based ionic liquid
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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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Nguyen, N.-L.T.; Vo, H.-T.; Duus, F.; Luu, T.X.T. Dramatic Influence of Ionic Liquid and Ultrasound Irradiation on the Electrophilic Sulfinylation of Aromatic Compounds by Sulfinic Esters. Molecules 2017, 22, 1458.

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