Photoinduced radical-initiated carboxylative cyclization of allyl amines with carbon dioxide

Abstract

A highly efficient photoinduced radical-initiated strategy for the carboxylative cyclization of allyl amines with CO2 was developed firstly.

Recent Advances in the Chemical Fixation of Carbon Dioxide: A Green Route to Carbonylated Heterocycle Synthesis

“…Products of both reactions were also manipulated to give open-chain compounds. He and co-workers demonstrated that, in the presence of 1,5,7-triazabicyclo[4,4,0]dec-5-ene TDB as the base, the metal catalyst is unnecessary with perfluoroalkyl halides [171]. They carried out some experiments to elucidate the mechanism and from the evidence they proposed the mechanism depicted in Scheme 19.…”

“…• the first one involved the formation of cyclic carbonate by the classical mechanism (see Scheme 2), then amine opened the carbonate by releasing of diol and formation of a isocyanate, which in turn added another molecule of epoxide (path a); • the second one involved the interaction between the cyclic carbonate and the amino-alcohol from nucleophilic opening of epoxide by amine(path b). The N-heterocyclic carbene copper and silver complexes supported on graphene or nanotubes, introduced by Chen and co-workers (see also He and co-workers demonstrated that, in the presence of 1,5,7-triazabicyclo [4,4,0]dec-5-ene TDB as the base, the metal catalyst is unnecessary with perfluoroalkyl halides [171]. They carried out some experiments to elucidate the mechanism and from the evidence they proposed the mechanism depicted in Scheme 19.…”

Synthesis of Oxazolidin‐2‐ones from Unsaturated Amines with CO2 by Using Homogeneous Catalysis

“…In 2017, an elegant visible‐light‐driven carboxylative cyclization reaction of allylamines with CO 2 under metal‐free conditions was reported by the He group (Scheme ) . In this transformation, perfluoroalkylated oxazolidin‐2‐ones were obtained with high efficiencies under mild conditions by using perfluoroalkyl iodides as the radical source.…”

“…In 2017, an elegant visible-light-driven carboxylative cyclization reaction of allylamines with CO 2 under metal-free conditions was reported by the He group (Scheme 32). [49] In this transformation, perfluoroalkylated oxazolidin-2-ones wereo btained with high efficiencies under mild conditions by using perfluoroalkyli odides as the radical source.I nitiated by visible light, perfluoroalkyl iodides, such as nC 4 F 9 I, underwent homolytic Scheme28. Synthesis of oxazolidin-2-ones through the direct introduction of CO 2 into allylamine derivatives.…”

Simple Green Synthesis and Electrochemical Performance of a New Fluorinated Carbonate as Additive for Lithium‐Ion Batteries

“…Fluorine containing carbonates can be synthesized via direct fluorination,, electrochemical fluorination, halogen exchange reaction, carbonation and others ,. Out of those, the carbonation of oxiranes as a chemical fixation of carbon dioxide represents a green and sustainable route to five‐membered cyclic carbonates, since it is a solvent‐free process employing moderate temperatures and pressures and is a viable alternative to toxic phosgene …”