Oxidative Coupling of 2, 6-Disubstituted Phenols Using Metal Oxides

Metal-free oxidative para cross-coupling of phenols.

Synthesis of 4,6-disubstituted 2-(4-morpholinyl)pyrimidines by cross-coupling reactions using triorganoindium compounds.

4,6-Disubstituted-2-(4-morpholinyl)pyrimidines, an important class of bioactive compounds, have been synthesized from 4,6-dichloro-2-(4-morpholinyl)pyrimidine by selective and sequential palladium-catalyzed cross-coupling reactions using triorganoindium reagents. This methodology, being efficient and versatile, allowed the synthesis of a variety of non-symmetrical pyrimidines functionalized at ...

Metal-free aerobic oxidative coupling of amines to imines.

Oxidative coupling of primary amines to imines is achieved with high to moderate yields by refluxing suspensions of amines and water under one atmosphere dioxygen without any additives. Tandem acid-free aza Diels-Alder reactions for synthesis of N-alkyl-4-pyridones are also accomplished.

Metal-free oxidative cross-coupling of diazirines with arylboronic acids.

We report herein a metal-free cross-coupling of diazirines with arylboronic acids under oxidative conditions. The reaction affords a series of substituted olefins. It is proposed that the interaction between the nitrogen on diazirine with arylboronic acid plays a key role in this transformation.

Selective Oxidative Homo- and Cross-Coupling of Phenols with Aerobic Catalysts

Simple catalysts that use atom-economical oxygen as the terminal oxidant to accomplish selective ortho-ortho, ortho-para, or para-para homo-couplings of phenols are described. In addition, chromium salen catalysts have been discovered as uniquely effective in the cross-coupling of different phenols with high chemo- and regioselectivity.