TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water †

A highly efficient sulfonylation of para-quinone methides with sulfonyl hydrazines in water has been developed on the basis of the mode involving a tetrabutyl ammonium bromide (TBAB)-promoted sulfa-1,6-conjugated addition pathway. This reaction provides a green and sustainable method to synthesize v...

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Detalles Bibliográficos
Autores principales: Liu, Zhang-Qin, You, Peng-Sheng, Zhang, Liang-Dong, Liu, Da-Qing, Liu, Sheng-Shu, Guan, Xiao-Yu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7038064/
https://www.ncbi.nlm.nih.gov/pubmed/31991928
http://dx.doi.org/10.3390/molecules25030539
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author Liu, Zhang-Qin
You, Peng-Sheng
Zhang, Liang-Dong
Liu, Da-Qing
Liu, Sheng-Shu
Guan, Xiao-Yu
author_facet Liu, Zhang-Qin
You, Peng-Sheng
Zhang, Liang-Dong
Liu, Da-Qing
Liu, Sheng-Shu
Guan, Xiao-Yu
author_sort Liu, Zhang-Qin
collection PubMed
description A highly efficient sulfonylation of para-quinone methides with sulfonyl hydrazines in water has been developed on the basis of the mode involving a tetrabutyl ammonium bromide (TBAB)-promoted sulfa-1,6-conjugated addition pathway. This reaction provides a green and sustainable method to synthesize various unsymmetrical diarylmethyl sulfones, showing good functional group tolerance, scalability, and regioselectivity. Further transformation of the resulting diarylmethyl sulfones provides an efficient route to some functionalized molecules.
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spelling pubmed-70380642020-03-10 TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water † Liu, Zhang-Qin You, Peng-Sheng Zhang, Liang-Dong Liu, Da-Qing Liu, Sheng-Shu Guan, Xiao-Yu Molecules Article A highly efficient sulfonylation of para-quinone methides with sulfonyl hydrazines in water has been developed on the basis of the mode involving a tetrabutyl ammonium bromide (TBAB)-promoted sulfa-1,6-conjugated addition pathway. This reaction provides a green and sustainable method to synthesize various unsymmetrical diarylmethyl sulfones, showing good functional group tolerance, scalability, and regioselectivity. Further transformation of the resulting diarylmethyl sulfones provides an efficient route to some functionalized molecules. MDPI 2020-01-26 /pmc/articles/PMC7038064/ /pubmed/31991928 http://dx.doi.org/10.3390/molecules25030539 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Liu, Zhang-Qin
You, Peng-Sheng
Zhang, Liang-Dong
Liu, Da-Qing
Liu, Sheng-Shu
Guan, Xiao-Yu
TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water †
title TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water †
title_full TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water †
title_fullStr TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water †
title_full_unstemmed TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water †
title_short TBAB-Catalyzed 1,6-Conjugate Sulfonylation of para-Quinone Methides: A Highly Efficient Approach to Unsymmetrical gem-Diarylmethyl Sulfones in Water †
title_sort tbab-catalyzed 1,6-conjugate sulfonylation of para-quinone methides: a highly efficient approach to unsymmetrical gem-diarylmethyl sulfones in water †
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7038064/
https://www.ncbi.nlm.nih.gov/pubmed/31991928
http://dx.doi.org/10.3390/molecules25030539
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