Concepedia

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

Timo M. Leermann, Frédéric R. Leroux, Françoise Colobert

Organic Letters · 2011 · 67 citations · 24 references

DOI

Concepts

Abstract

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.

References

24

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Tatsuo Ishiyama, Miki Murata, Norio Miyaura · The Journal of Organic Chemistry · 1995 · 1.6K citations

, , +14

A LiCl‐Mediated Br/Mg Exchange Reaction for the Preparation of Functionalized Aryl‐ and Heteroarylmagnesium Compounds from Organic Bromides

Arkady Krasovskiy, Paul Knochel · Angewandte Chemie International Edition · 2004 · 916 citations · Full text

, , +7

Mild and stereoselective hydroborations of functionalized alkynes and alkenes using pinacolborane

Charles E. Tucker, Jessica Davidson, Paul Knochel · The Journal of Organic Chemistry · 1992 · 338 citations

, , +8

Synthesis of arylboronates via the palladium(0)-catalyzed cross-coupling reaction of tetra(alkoxo)diborons with aryl triflates

Tatsuo Ishiyama, Y. Itoh, Takahiro Kitano et al. · Tetrahedron Letters · 1997 · 334 citations · Full text

, , +10

Novel Palladium(0)-Catalyzed Coupling Reaction of Dialkoxyborane with Aryl Halides:  Convenient Synthetic Route to Arylboronates

Miki Murata, Shinji Watanabe, Yuzuru Masuda · The Journal of Organic Chemistry · 1997 · 306 citations

, , +9