Premium
Amine–Borane Complexes: Air‐ and Moisture‐Stable Partners for Palladium‐Catalyzed Borylation of Aryl Bromides and Chlorides
Author(s) -
Guerrand Hélène D. S.,
Vaultier Michel,
Pinet Sandra,
Pucheault Mathieu
Publication year - 2015
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201401153
Subject(s) - borylation , chemistry , palladium , borane , aryl , amine gas treating , reagent , deprotonation , catalysis , organic chemistry , combinatorial chemistry , medicinal chemistry , ion , alkyl
A method for using amine–borane complexes directly in palladium catalyzed borylation has been developed. The reaction proceeds through the sequential formation of a boronium species followed by deprotonation leading to the aminoborane. This reagent is then directly used in the borylation process leading, after work‐up, to various boronic acid derivatives. The reaction was applied to (hetero)aryl triflates, iodides, bromides and chlorides.