Issue 3, 2022

Phosphorylation of arenes, heteroarenes, alkenes, carbonyls and imines by dehydrogenative cross-coupling of P(O)–H and P(R)–H

Abstract

Organophosphorous compounds have recently emerged as a powerful class of compounds with widespread applications, such as in bioactive natural products, pharmaceuticals, agrochemicals and organic materials, and as ligands in catalysis. The preparation of these compounds requires synthetic techniques with novel catalytic systems varying from transition metal, photo- and electrochemical catalysis to transformations without metal catalysts. Over the past few decades, the addition of P–H bonds to alkenes, alkynes, arenes, heteroarenes and other unsaturated substrates in hydrophosphination and other related reactions via the above-mentioned catalytic processes has emerged as an atom economical approach to obtain organophosphorus compounds. In most of the catalytic cycles, the P–H bond is cleaved to yield a phosphorus-based radical, which adds onto the unsaturated substrate followed by reduction of the corresponding radical yielding the product.

Graphical abstract: Phosphorylation of arenes, heteroarenes, alkenes, carbonyls and imines by dehydrogenative cross-coupling of P(O)–H and P(R)–H

Article information

Article type
Review Article
Submitted
12 10月 2021
Accepted
23 11月 2021
First published
23 11月 2021

Org. Biomol. Chem., 2022,20, 498-537

Phosphorylation of arenes, heteroarenes, alkenes, carbonyls and imines by dehydrogenative cross-coupling of P(O)–H and P(R)–H

S. Hore and R. P. Singh, Org. Biomol. Chem., 2022, 20, 498 DOI: 10.1039/D1OB02003J

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