Convenient Synthesis of α,β-Unsaturated Phosphonates via a Mizoroki—Heck Reaction of Arylboronic Acids with Diethyl Vinylphosphonate.

A new, convenient synthesis of dibenzo[b,e]azepin-6-ones and seven-membered sultam derivatives have been envisaged via Pd-catalyzed regioselective intramolecular Heck reaction of the corresponding easily accessible precursors. This protocol has been successfully implemented to synthesize N-methyldarenzepine in four steps and in good yield. Moreover, one of the intermediates has been utilized for the synthesis of a new analogue of darenzepine. Preliminary modeling studies were performed to investigate the binding potential to muscarinic acetylcholine receptor (M4).

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Convenient Synthesis of α,β-Unsaturated Phosphonates via a Mizoroki—Heck Reaction of Arylboronic Acids with Diethyl Vinylphosphonate.

Convenient synthesis of α,β-unsaturated phosphonates via a Mizoroki–Heck reaction of arylboronic acids with diethyl vinylphosphonate

Convenient Synthesis of α,β-Unsaturated Sulfones via a Mizoroki—Heck Reaction of Arylboronic Acids with Phenyl Vinyl Sulfones.

Convenient synthesis of α,β-unsaturated sulfones via a Mizoroki–Heck reaction of arylboronic acids with phenyl vinyl sulfones

Arylboronic acids with intramolecular B–N interaction: convenient synthesis through ortho-lithiation of substituted benzylamines

Pd(II)-catalyzed regioselective direct arylation of uracil via oxidative Heck reaction using arylboronic acids

The ligand and base-free Pd-catalyzed oxidative Heck reaction of arylboronic acids and olefins

Ligand-Free Palladium-Catalysed Oxidative Heck Reaction of 4-Vinylpyridine with Arylboronic Acids: Selective Synthesis of (E)-4-Styrylpyridines

ChemInform Abstract: Generally Applicable and Efficient Oxidative Heck Reaction of Arylboronic Acids with Olefins Catalyzed by Cyclopalladated Ferrocenylimine under Base- and Ligand-Free Conditions.

ChemInform Abstract: The Ligand and Base-Free Pd-Catalyzed Oxidative Heck Reaction of Arylboronic Acids and Olefins.

Dibenzo[b,e]azepin-6-ones and Seven-Membered Sultam Derivatives: Convenient Synthesis via Palladium-Catalyzed Regioselective Intra­molecular Heck Reaction and Application towards Drug-Like Small Molecules

Dibenzo[b,e]azepin-6-ones and Seven-Membered Sultam Derivatives: Convenient Synthesis via Palladium-Catalyzed Regioselective Intramolecular Heck Reaction and Application towards Drug-Like Small Molecules