Direct Transformation from Arylamines to Aryl Naphthalene-1,8-diamino Boronamides: A Metal-Free Sandmeyer-Type Process

A direct metal-free transformation from arylamines to aryl naphthalene-1,8-diamino boronamides, a type of masked boronic acid, has been developed based on Sandmeyer-type reactions. A nonsymmetrical diboron reagent, B(pin)-B(dan), was utilized as the borylating reagent, and the B(dan) moiety was tran...

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Detalles Bibliográficos
Autores principales: Ding, Siyi, Ma, Qiang, Zhu, Min, Ren, Huaping, Tian, Shaopeng, Zhao, Yuzhen, Miao, Zongcheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6384809/
https://www.ncbi.nlm.nih.gov/pubmed/30678144
http://dx.doi.org/10.3390/molecules24030377
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author Ding, Siyi
Ma, Qiang
Zhu, Min
Ren, Huaping
Tian, Shaopeng
Zhao, Yuzhen
Miao, Zongcheng
author_facet Ding, Siyi
Ma, Qiang
Zhu, Min
Ren, Huaping
Tian, Shaopeng
Zhao, Yuzhen
Miao, Zongcheng
author_sort Ding, Siyi
collection PubMed
description A direct metal-free transformation from arylamines to aryl naphthalene-1,8-diamino boronamides, a type of masked boronic acid, has been developed based on Sandmeyer-type reactions. A nonsymmetrical diboron reagent, B(pin)-B(dan), was utilized as the borylating reagent, and the B(dan) moiety was transferred to the aim products selectively. This conversion tolerated a series of functional groups, including chloro, bromo, fluoro, ester, hydroxy, cyano and amide.
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spelling pubmed-63848092019-02-23 Direct Transformation from Arylamines to Aryl Naphthalene-1,8-diamino Boronamides: A Metal-Free Sandmeyer-Type Process Ding, Siyi Ma, Qiang Zhu, Min Ren, Huaping Tian, Shaopeng Zhao, Yuzhen Miao, Zongcheng Molecules Communication A direct metal-free transformation from arylamines to aryl naphthalene-1,8-diamino boronamides, a type of masked boronic acid, has been developed based on Sandmeyer-type reactions. A nonsymmetrical diboron reagent, B(pin)-B(dan), was utilized as the borylating reagent, and the B(dan) moiety was transferred to the aim products selectively. This conversion tolerated a series of functional groups, including chloro, bromo, fluoro, ester, hydroxy, cyano and amide. MDPI 2019-01-22 /pmc/articles/PMC6384809/ /pubmed/30678144 http://dx.doi.org/10.3390/molecules24030377 Text en © 2019 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 Communication
Ding, Siyi
Ma, Qiang
Zhu, Min
Ren, Huaping
Tian, Shaopeng
Zhao, Yuzhen
Miao, Zongcheng
Direct Transformation from Arylamines to Aryl Naphthalene-1,8-diamino Boronamides: A Metal-Free Sandmeyer-Type Process
title Direct Transformation from Arylamines to Aryl Naphthalene-1,8-diamino Boronamides: A Metal-Free Sandmeyer-Type Process
title_full Direct Transformation from Arylamines to Aryl Naphthalene-1,8-diamino Boronamides: A Metal-Free Sandmeyer-Type Process
title_fullStr Direct Transformation from Arylamines to Aryl Naphthalene-1,8-diamino Boronamides: A Metal-Free Sandmeyer-Type Process
title_full_unstemmed Direct Transformation from Arylamines to Aryl Naphthalene-1,8-diamino Boronamides: A Metal-Free Sandmeyer-Type Process
title_short Direct Transformation from Arylamines to Aryl Naphthalene-1,8-diamino Boronamides: A Metal-Free Sandmeyer-Type Process
title_sort direct transformation from arylamines to aryl naphthalene-1,8-diamino boronamides: a metal-free sandmeyer-type process
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6384809/
https://www.ncbi.nlm.nih.gov/pubmed/30678144
http://dx.doi.org/10.3390/molecules24030377
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