Recent Advances in Molecule Synthesis Involving C-C Bond Cleavage of Ketoxime Esters

Abstract

The synthetic strategies of oxime derivatives participating in radical-type reactions have been rapidly developed in the last few decades. Among them, the N–O bond cleavage of oxime esters leading to formation of nitrogen-centered radicals triggers adjacent C–C bond cleavage to produce carbon-centered free radicals, which has been virtually used in organic synthesis in recent years. Herein, we summarized the radical reactions involving oxime N–O bond and C–C bond cleavage through this special reaction form, including those from acyl oxime ester derivatives and cyclic ketoxime ester derivatives. These contents were systematically classified according to different reaction types. In this review, the free radical reactions involving acyl oxime esters and cyclic ketoxime esters after 2021 were included, with emphasis on the substrate scope and reaction mechanism.

Stable Diamine Functionalized Graphene Supported Pd Nanoparticles Showing Excellent Catalytic Activity For Mizoroki–Heck Coupling Reactions

“…Several methods for forming CÀ C bonds include the Grignard reaction, alkylation, aldol, and other cross-coupling processes. [1][2][3][4][5] One of the most useful crosscoupling procedures is the Mizoroki-Heck cross-coupling, which facilitates the formation of the CÀ C bond between aryl halides and olefins. [6][7][8] This reaction is resistant to nearly all solvents and functional groups on the substrate, which makes it interesting.…”

“…In organic synthesis, C−C bond formation is essential for producing various products. Several methods for forming C−C bonds include the Grignard reaction, alkylation, aldol, and other cross‐coupling processes [1–5] . One of the most useful cross‐coupling procedures is the Mizoroki‐Heck cross‐coupling, which facilitates the formation of the C−C bond between aryl halides and olefins [6–8] .…”