Copper-catalyzed aerobic phosphonation of sp3 C–H bonds

Abstract

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Iron‐Catalyzed Oxidative Mono‐ and Bis‐Phosphonation of N,N‐Dialkylanilines

“…[24] However, in our hands, CuBr/O 2 was inefficient for the analogous phosphonation of the NMe 2 group in N,N-dimethyl-ptoluidine. [25] The few studies on the double activation of CA C H T U N G T R E N N U N G (sp 3 ) À H bonds in the a-and in the a'-positions to nitrogen of tertiary amines have so far concentrated on its use for subsequent C À C bond forming reactions.…”

Beyond Traditional Cross Couplings: The Scope of the Cross Dehydrogenative Coupling Reaction

“…[27] Usually a-amino phosphonates are formed by the nucleophilic addition of phosphate to an imine catalyzed by a Lewis acid. Thus, the aerobic CDC of an (sp 3 )C À H bond, adjacent to a nitrogen, with a PÀH bond catalyzed by a copper(I) catalyst under an atmosphere of molecular oxygen represents a significant development.…”

Direct oxidative phosphonylation of amines under metal-free conditions

“…In 2001, Tilley and co-workers 12 reported an intramolecular C-H/P-H dehydrogenative coupling catalyzed by Rh complex. Recently, Li and co-workers 13 developed the Cu-catalyzed CDC reaction of dialkyl phosphonates with 1,2,3,4-tetrahydroisoquiline oxidized by oxygen. At the same time, Ofial and co-workers 14 …”