Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts

A wide range of biaryls were synthesized by palladium-catalyzed Negishi cross-couplings at ambient temperature or with low catalyst loading. This protocol features the use of a recently reported aminobiphenyl palladacycle precatalyst to generate the catalytically active XPhosPd[superscript 0] specie...

Full description

Bibliographic Details
Main Authors: Yang, Yang, Oldenhuis, Nathan J., Buchwald, Stephen Leffler
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Language:en_US
Published: Wiley Blackwell 2015
Online Access:http://hdl.handle.net/1721.1/93921
https://orcid.org/0000-0003-3875-4775
_version_ 1826209968876945408
author Yang, Yang
Oldenhuis, Nathan J.
Buchwald, Stephen Leffler
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Yang, Yang
Oldenhuis, Nathan J.
Buchwald, Stephen Leffler
author_sort Yang, Yang
collection MIT
description A wide range of biaryls were synthesized by palladium-catalyzed Negishi cross-couplings at ambient temperature or with low catalyst loading. This protocol features the use of a recently reported aminobiphenyl palladacycle precatalyst to generate the catalytically active XPhosPd[superscript 0] species. Significantly, a wide range of challenging heterocyclic and polyfluorinated aromatic substrates can be employed to give products in excellent yields.
first_indexed 2024-09-23T14:37:44Z
format Article
id mit-1721.1/93921
institution Massachusetts Institute of Technology
language en_US
last_indexed 2024-09-23T14:37:44Z
publishDate 2015
publisher Wiley Blackwell
record_format dspace
spelling mit-1721.1/939212022-10-01T21:51:07Z Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts Yang, Yang Oldenhuis, Nathan J. Buchwald, Stephen Leffler Massachusetts Institute of Technology. Department of Chemistry Yang, Yang Oldenhuis, Nathan J. Buchwald, Stephen Leffler A wide range of biaryls were synthesized by palladium-catalyzed Negishi cross-couplings at ambient temperature or with low catalyst loading. This protocol features the use of a recently reported aminobiphenyl palladacycle precatalyst to generate the catalytically active XPhosPd[superscript 0] species. Significantly, a wide range of challenging heterocyclic and polyfluorinated aromatic substrates can be employed to give products in excellent yields. National Institutes of Health (U.S.) (GM46059) 2015-02-06T20:35:11Z 2015-02-06T20:35:11Z 2012-11 2012-09 Article http://purl.org/eprint/type/JournalArticle 14337851 1521-3773 http://hdl.handle.net/1721.1/93921 Yang, Yang, Nathan J. Oldenhuis, and Stephen L. Buchwald. “Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts.” Angewandte Chemie International Edition 52, no. 2 (November 22, 2012): 615–619. https://orcid.org/0000-0003-3875-4775 en_US http://dx.doi.org/10.1002/anie.201207750 Angewandte Chemie International Edition Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/pdf Wiley Blackwell PMC
spellingShingle Yang, Yang
Oldenhuis, Nathan J.
Buchwald, Stephen Leffler
Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts
title Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts
title_full Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts
title_fullStr Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts
title_full_unstemmed Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts
title_short Mild and General Conditions for Negishi Cross-Coupling Enabled by the Use of Palladacycle Precatalysts
title_sort mild and general conditions for negishi cross coupling enabled by the use of palladacycle precatalysts
url http://hdl.handle.net/1721.1/93921
https://orcid.org/0000-0003-3875-4775
work_keys_str_mv AT yangyang mildandgeneralconditionsfornegishicrosscouplingenabledbytheuseofpalladacycleprecatalysts
AT oldenhuisnathanj mildandgeneralconditionsfornegishicrosscouplingenabledbytheuseofpalladacycleprecatalysts
AT buchwaldstephenleffler mildandgeneralconditionsfornegishicrosscouplingenabledbytheuseofpalladacycleprecatalysts