Formation of C(sp(2))—Boronate Esters by Borylative Cyclization of Alkynes Using BCl(3)

BCl(3) is an inexpensive electrophile which induces the borylative cyclization of a wide range of substituted alkynes to regioselectively form polycycles containing synthetically versatile C(sp(2))—boronate esters. It proceeds rapidly, with good yields and is compatible with a range of functional gr...

Descripción completa

Detalles Bibliográficos
Autores principales: Warner, Andrew J., Lawson, James R., Fasano, Valerio, Ingleson, Michael J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY‐VCH Verlag 2015
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4832827/
https://www.ncbi.nlm.nih.gov/pubmed/26237115
http://dx.doi.org/10.1002/anie.201505810
_version_ 1782427288447483904
author Warner, Andrew J.
Lawson, James R.
Fasano, Valerio
Ingleson, Michael J.
author_facet Warner, Andrew J.
Lawson, James R.
Fasano, Valerio
Ingleson, Michael J.
author_sort Warner, Andrew J.
collection PubMed
description BCl(3) is an inexpensive electrophile which induces the borylative cyclization of a wide range of substituted alkynes to regioselectively form polycycles containing synthetically versatile C(sp(2))—boronate esters. It proceeds rapidly, with good yields and is compatible with a range of functional groups and substitution patterns. Intermolecular 1,2‐carboboration of alkynes is also achieved using BCl(3) to generate trisubstituted vinyl boronate esters.
format Online
Article
Text
id pubmed-4832827
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher WILEY‐VCH Verlag
record_format MEDLINE/PubMed
spelling pubmed-48328272016-04-27 Formation of C(sp(2))—Boronate Esters by Borylative Cyclization of Alkynes Using BCl(3) Warner, Andrew J. Lawson, James R. Fasano, Valerio Ingleson, Michael J. Angew Chem Int Ed Engl Communications BCl(3) is an inexpensive electrophile which induces the borylative cyclization of a wide range of substituted alkynes to regioselectively form polycycles containing synthetically versatile C(sp(2))—boronate esters. It proceeds rapidly, with good yields and is compatible with a range of functional groups and substitution patterns. Intermolecular 1,2‐carboboration of alkynes is also achieved using BCl(3) to generate trisubstituted vinyl boronate esters. WILEY‐VCH Verlag 2015-07-31 2015-09-14 /pmc/articles/PMC4832827/ /pubmed/26237115 http://dx.doi.org/10.1002/anie.201505810 Text en © 2015 The Authors. Published by Wiley‐VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. Open access.
spellingShingle Communications
Warner, Andrew J.
Lawson, James R.
Fasano, Valerio
Ingleson, Michael J.
Formation of C(sp(2))—Boronate Esters by Borylative Cyclization of Alkynes Using BCl(3)
title Formation of C(sp(2))—Boronate Esters by Borylative Cyclization of Alkynes Using BCl(3)
title_full Formation of C(sp(2))—Boronate Esters by Borylative Cyclization of Alkynes Using BCl(3)
title_fullStr Formation of C(sp(2))—Boronate Esters by Borylative Cyclization of Alkynes Using BCl(3)
title_full_unstemmed Formation of C(sp(2))—Boronate Esters by Borylative Cyclization of Alkynes Using BCl(3)
title_short Formation of C(sp(2))—Boronate Esters by Borylative Cyclization of Alkynes Using BCl(3)
title_sort formation of c(sp(2))—boronate esters by borylative cyclization of alkynes using bcl(3)
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4832827/
https://www.ncbi.nlm.nih.gov/pubmed/26237115
http://dx.doi.org/10.1002/anie.201505810
work_keys_str_mv AT warnerandrewj formationofcsp2boronateestersbyborylativecyclizationofalkynesusingbcl3
AT lawsonjamesr formationofcsp2boronateestersbyborylativecyclizationofalkynesusingbcl3
AT fasanovalerio formationofcsp2boronateestersbyborylativecyclizationofalkynesusingbcl3
AT inglesonmichaelj formationofcsp2boronateestersbyborylativecyclizationofalkynesusingbcl3

Ejemplares similares