A regio- and stereoselective Heck–Matsuda process for construction of γ-aryl allylsulfonyl fluorides

A highly efficient regio- and stereoselective Heck–Matsuda method was developed employing aryl diazoniums and allylsulfonyl fluorides for the construction of a class of novel γ-aryl allylsulfonyl fluorides in the presence of Pd(OAc)(2) and PPh(3). The method features excellent regio- and stereoselec...

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Autores principales: Qin, Hao-Yong, Gui, Houying, Zhang, Zai-Wei, Shu, Tao, Qin, Hua-Li
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9251648/
https://www.ncbi.nlm.nih.gov/pubmed/35865583
http://dx.doi.org/10.1039/d2ra03733e
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author Qin, Hao-Yong
Gui, Houying
Zhang, Zai-Wei
Shu, Tao
Qin, Hua-Li
author_facet Qin, Hao-Yong
Gui, Houying
Zhang, Zai-Wei
Shu, Tao
Qin, Hua-Li
author_sort Qin, Hao-Yong
collection PubMed
description A highly efficient regio- and stereoselective Heck–Matsuda method was developed employing aryl diazoniums and allylsulfonyl fluorides for the construction of a class of novel γ-aryl allylsulfonyl fluorides in the presence of Pd(OAc)(2) and PPh(3). The method features excellent regio- and stereoselectivity (up to 100% E-selectivity), broad substrate scope and mild reaction conditions. Further application of γ-aryl allylsulfonyl fluoride in SuFEx reactions was achieved to provide their corresponding sulfonates and sulfonamides in excellent yields.
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spelling pubmed-92516482022-07-20 A regio- and stereoselective Heck–Matsuda process for construction of γ-aryl allylsulfonyl fluorides Qin, Hao-Yong Gui, Houying Zhang, Zai-Wei Shu, Tao Qin, Hua-Li RSC Adv Chemistry A highly efficient regio- and stereoselective Heck–Matsuda method was developed employing aryl diazoniums and allylsulfonyl fluorides for the construction of a class of novel γ-aryl allylsulfonyl fluorides in the presence of Pd(OAc)(2) and PPh(3). The method features excellent regio- and stereoselectivity (up to 100% E-selectivity), broad substrate scope and mild reaction conditions. Further application of γ-aryl allylsulfonyl fluoride in SuFEx reactions was achieved to provide their corresponding sulfonates and sulfonamides in excellent yields. The Royal Society of Chemistry 2022-07-04 /pmc/articles/PMC9251648/ /pubmed/35865583 http://dx.doi.org/10.1039/d2ra03733e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Qin, Hao-Yong
Gui, Houying
Zhang, Zai-Wei
Shu, Tao
Qin, Hua-Li
A regio- and stereoselective Heck–Matsuda process for construction of γ-aryl allylsulfonyl fluorides
title A regio- and stereoselective Heck–Matsuda process for construction of γ-aryl allylsulfonyl fluorides
title_full A regio- and stereoselective Heck–Matsuda process for construction of γ-aryl allylsulfonyl fluorides
title_fullStr A regio- and stereoselective Heck–Matsuda process for construction of γ-aryl allylsulfonyl fluorides
title_full_unstemmed A regio- and stereoselective Heck–Matsuda process for construction of γ-aryl allylsulfonyl fluorides
title_short A regio- and stereoselective Heck–Matsuda process for construction of γ-aryl allylsulfonyl fluorides
title_sort regio- and stereoselective heck–matsuda process for construction of γ-aryl allylsulfonyl fluorides
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9251648/
https://www.ncbi.nlm.nih.gov/pubmed/35865583
http://dx.doi.org/10.1039/d2ra03733e
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