Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes

Diboron reagents have been traditionally regarded as “Lewis acids”, which can react with simple Lewis base to create a significant nucleophilic character in one of boryl moieties. In particular, bis(pinacolato)diboron (B(2)pin(2)) reacts with simple Lewis bases, such as N-heterocyclic carbenes (NHCs...

Descripción completa

Detalles Bibliográficos
Autores principales: Wen, Yanmei, Deng, Chunmei, Xie, Jianying, Kang, Xinhuang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337501/
https://www.ncbi.nlm.nih.gov/pubmed/30597884
http://dx.doi.org/10.3390/molecules24010101
_version_ 1783388269537394688
author Wen, Yanmei
Deng, Chunmei
Xie, Jianying
Kang, Xinhuang
author_facet Wen, Yanmei
Deng, Chunmei
Xie, Jianying
Kang, Xinhuang
author_sort Wen, Yanmei
collection PubMed
description Diboron reagents have been traditionally regarded as “Lewis acids”, which can react with simple Lewis base to create a significant nucleophilic character in one of boryl moieties. In particular, bis(pinacolato)diboron (B(2)pin(2)) reacts with simple Lewis bases, such as N-heterocyclic carbenes (NHCs), phosphines and alkoxides. This review focuses on the application of trivalent nucleophilic boryl synthon in the selective preparation of organoboron compounds, mainly through metal-free catalytic diboration and the β-boration reactions of alkynes and alkenes.
format Online
Article
Text
id pubmed-6337501
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-63375012019-01-25 Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes Wen, Yanmei Deng, Chunmei Xie, Jianying Kang, Xinhuang Molecules Review Diboron reagents have been traditionally regarded as “Lewis acids”, which can react with simple Lewis base to create a significant nucleophilic character in one of boryl moieties. In particular, bis(pinacolato)diboron (B(2)pin(2)) reacts with simple Lewis bases, such as N-heterocyclic carbenes (NHCs), phosphines and alkoxides. This review focuses on the application of trivalent nucleophilic boryl synthon in the selective preparation of organoboron compounds, mainly through metal-free catalytic diboration and the β-boration reactions of alkynes and alkenes. MDPI 2018-12-28 /pmc/articles/PMC6337501/ /pubmed/30597884 http://dx.doi.org/10.3390/molecules24010101 Text en © 2018 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 Review
Wen, Yanmei
Deng, Chunmei
Xie, Jianying
Kang, Xinhuang
Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes
title Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes
title_full Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes
title_fullStr Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes
title_full_unstemmed Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes
title_short Recent Synthesis Developments of Organoboron Compounds via Metal-Free Catalytic Borylation of Alkynes and Alkenes
title_sort recent synthesis developments of organoboron compounds via metal-free catalytic borylation of alkynes and alkenes
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6337501/
https://www.ncbi.nlm.nih.gov/pubmed/30597884
http://dx.doi.org/10.3390/molecules24010101
work_keys_str_mv AT wenyanmei recentsynthesisdevelopmentsoforganoboroncompoundsviametalfreecatalyticborylationofalkynesandalkenes
AT dengchunmei recentsynthesisdevelopmentsoforganoboroncompoundsviametalfreecatalyticborylationofalkynesandalkenes
AT xiejianying recentsynthesisdevelopmentsoforganoboroncompoundsviametalfreecatalyticborylationofalkynesandalkenes
AT kangxinhuang recentsynthesisdevelopmentsoforganoboroncompoundsviametalfreecatalyticborylationofalkynesandalkenes

Ejemplares similares