A general solution for the 2-pyridyl problem

Graham R. Dick; Eric M. Woerly; Martin D. Burke

doi:10.1002/anie.201108608

A general solution for the 2-pyridyl problem

Graham R. Dick, Eric M. Woerly, Martin D. Burke

Research output: Contribution to journal › Article › peer-review

Abstract

Problem solved: An air-stable 2-pyridyl borane that can effectively couple to a wide range of aryl and heteroaryl halides and pseudohalides has evaded the synthesis community for decades. The discovery that Cu(DEA) ₂ powerfully enables palladium-mediated cross-couplings with air-stable boronates 1 has finally provided a general solution to this problem. DEA=diethanolamine, DMF=N,N′-dimethylformamide, Tf=trifluoromethanesulfonyl.

Original language	English (US)
Pages (from-to)	2667-2672
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	11
DOIs	https://doi.org/10.1002/anie.201108608
State	Published - Mar 12 2012

Keywords

boronates
copper
cross-coupling
heterocycles
synthetic methods

ASJC Scopus subject areas

Catalysis
General Chemistry

Online availability

10.1002/anie.201108608

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AB - Problem solved: An air-stable 2-pyridyl borane that can effectively couple to a wide range of aryl and heteroaryl halides and pseudohalides has evaded the synthesis community for decades. The discovery that Cu(DEA) 2 powerfully enables palladium-mediated cross-couplings with air-stable boronates 1 has finally provided a general solution to this problem. DEA=diethanolamine, DMF=N,N′-dimethylformamide, Tf=trifluoromethanesulfonyl.

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A general solution for the 2-pyridyl problem

Abstract

Keywords

ASJC Scopus subject areas

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