An Improved System for the Palladium-Catalyzed Borylation of Aryl Halides with Pinacol Borane

A highly efficient method for the palladium-catalyzed borylation of aryl halides with an inexpensive and atom-economical boron source, pinacol borane, has been developed. This system allows for the conversion of aryl and heteroaryl iodides, bromides, and several chlorides, containing a variety of fu...

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Bibliographic Details
Published in:Journal of organic chemistry 2008-07, Vol.73 (14), p.5589-5591
Main Authors: Billingsley, Kelvin L, Buchwald, Stephen L
Format: Article
Language:English
Subjects:
Boranes - chemistry
Boron - chemistry
Catalysis
Catalysts: preparations and properties
Chemistry
Exact sciences and technology
General and physical chemistry
Heterocyclic compounds
Miscellaneous
Molecular Structure
Organic chemistry
Palladium - chemistry
Preparations and properties
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:A highly efficient method for the palladium-catalyzed borylation of aryl halides with an inexpensive and atom-economical boron source, pinacol borane, has been developed. This system allows for the conversion of aryl and heteroaryl iodides, bromides, and several chlorides, containing a variety of functional groups, to the corresponding pinacol boronate esters. In addition to the increase in substrate scope, this is the first general method where relatively low quantities of catalyst and short reaction times can be employed.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo800727s