Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes

A tandem arylation/oxidation of diarylmethanes for the convenient synthesis of unsymmetrical triarylmethanols bearing different aryl and heteroaryl groups is described. A Pd(OAc)(2)–NiXantphos catalyst system efficiently catalyzed arylation of weakly acidic sp(3)-hybridized C–H bonds of diarylmethan...

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Autores principales: Mao, Jianyou, Eberle, Kelly, Zhang, Jiadi, Rodriguez, Carles, Xi, Zhenfeng, Pericàs, Miquel A., Walsh, Patrick J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4448728/
https://www.ncbi.nlm.nih.gov/pubmed/26034337
http://dx.doi.org/10.1016/j.tetlet.2015.01.189
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author Mao, Jianyou
Eberle, Kelly
Zhang, Jiadi
Rodriguez, Carles
Xi, Zhenfeng
Pericàs, Miquel A.
Walsh, Patrick J.
author_facet Mao, Jianyou
Eberle, Kelly
Zhang, Jiadi
Rodriguez, Carles
Xi, Zhenfeng
Pericàs, Miquel A.
Walsh, Patrick J.
author_sort Mao, Jianyou
collection PubMed
description A tandem arylation/oxidation of diarylmethanes for the convenient synthesis of unsymmetrical triarylmethanols bearing different aryl and heteroaryl groups is described. A Pd(OAc)(2)–NiXantphos catalyst system efficiently catalyzed arylation of weakly acidic sp(3)-hybridized C–H bonds of diarylmethanes with aryl bromides, and the arylation products were then oxidized in situ to carbinols by simply opening the reaction flasks to air. The triarylmethanol products were obtained in 35–98% yield.
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spelling pubmed-44487282016-06-03 Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes Mao, Jianyou Eberle, Kelly Zhang, Jiadi Rodriguez, Carles Xi, Zhenfeng Pericàs, Miquel A. Walsh, Patrick J. Tetrahedron Lett Article A tandem arylation/oxidation of diarylmethanes for the convenient synthesis of unsymmetrical triarylmethanols bearing different aryl and heteroaryl groups is described. A Pd(OAc)(2)–NiXantphos catalyst system efficiently catalyzed arylation of weakly acidic sp(3)-hybridized C–H bonds of diarylmethanes with aryl bromides, and the arylation products were then oxidized in situ to carbinols by simply opening the reaction flasks to air. The triarylmethanol products were obtained in 35–98% yield. 2015-02-07 2015-06-03 /pmc/articles/PMC4448728/ /pubmed/26034337 http://dx.doi.org/10.1016/j.tetlet.2015.01.189 Text en © 2015 Published by Elsevier Ltd. http://creativecommons.org/licenses/by-nc/4.0/ This manuscript version is made available under the CC BY-NC-ND 4.0 license.
spellingShingle Article
Mao, Jianyou
Eberle, Kelly
Zhang, Jiadi
Rodriguez, Carles
Xi, Zhenfeng
Pericàs, Miquel A.
Walsh, Patrick J.
Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes
title Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes
title_full Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes
title_fullStr Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes
title_full_unstemmed Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes
title_short Synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes
title_sort synthesis of triarylmethanols via tandem arylation/oxidation of diarylmethanes
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4448728/
https://www.ncbi.nlm.nih.gov/pubmed/26034337
http://dx.doi.org/10.1016/j.tetlet.2015.01.189
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