Concepedia

Synthesis and Utility of Dihydropyridine Boronic Esters

Santanu Panda, Aaron Coffin, Q. N. Nguyen, Dean J. Tantillo, Joseph M. Ready

Angewandte Chemie · 2015 · 22 citations · 51 references

DOI

Concepts

Abstract

Abstract When activated by an acylating agent, pyridine boronic esters react with organometallic reagents to form a dihydropyridine boronic ester. This intermediate allows access to a number of valuable substituted pyridine, dihydropyridine, and piperidine products.

References

51

Minisci reactions: Versatile CH-functionalizations for medicinal chemists

Matthew A. J. Duncton · MedChemComm · 2011 · 600 citations

, , +9

Direct C−H Arylation of Electron-Deficient Heterocycles with Arylboronic Acids

Ian B. Seiple, Shun Su, Rodrigo A. Rodriguez et al. · Journal of the American Chemical Society · 2010 · 591 citations

, , +14

Highly Efficient Monophosphine-Based Catalyst for the Palladium-Catalyzed Suzuki−Miyaura Reaction of Heteroaryl Halides and Heteroaryl Boronic Acids and Esters

Kelvin L. Billingsley, Stephen L. Buchwald · Journal of the American Chemical Society · 2007 · 570 citations

, , +16

A General Solution for Unstable Boronic Acids: Slow-Release Cross-Coupling from Air-Stable MIDA Boronates

David M. Knapp, Eric P. Gillis, Martin D. Burke · Journal of the American Chemical Society · 2009 · 549 citations · Full text

, , +6

A Solution to the 2-Pyridyl Organometallic Cross-Coupling Problem:  Regioselective Catalytic Direct Arylation of Pyridine <i>N</i>-Oxides

Louis‐Charles Campeau, Sophie A. L. Rousseaux, Keith Fagnou · Journal of the American Chemical Society · 2005 · 531 citations

, , +16