Highly Efficient One-Pot Access to Functionalized Arylboronic Acids via Noncryogenic Bromine/Magnesium Exchanges

Highly Efficient One-Pot Access to Functionalized Arylboronic Acids via Noncryogenic Bromine/Magnesium Exchanges

A general and convenient protocol for the electrophilic borylation of aryl Grignard reagents prepared from arylbromides by direct insertion of magnesium in the presence of LiCl or by Mg/Br exchange with i PrMgCl·LiCl has been developed. Various aryl boronic acids were synthesized in a straightforwar...

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Veröffentlicht in:Organic letters 2011-09, Vol.13 (17), p.4479-4481
Hauptverfasser: Leermann, Timo, Leroux, Frédéric R, Colobert, Françoise
Format: Artikel
Sprache:eng
Schlagworte:
Amines - chemical synthesis
Amines - chemistry
Boronic Acids - chemistry
Carbon Dioxide - chemical synthesis
Carbon Dioxide - chemistry
Chemical Sciences
Hydrocarbons, Brominated - chemistry
Molecular Structure
Organic chemistry
Organometallic Compounds - chemistry
Stereoisomerism
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Zusammenfassung:A general and convenient protocol for the electrophilic borylation of aryl Grignard reagents prepared from arylbromides by direct insertion of magnesium in the presence of LiCl or by Mg/Br exchange with i PrMgCl·LiCl has been developed. Various aryl boronic acids were synthesized in a straightforward manner in excellent yields at 0 °C.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol2016252