Hydrogen peroxide/dimethyl carbonate: a green system for epoxidation of N-alkylimines and N-sulfonylimines. One-pot synthesis of N-alkyloxaziridines from N-alkylamines and (hetero)aromatic aldehydes

Abstract

A green method for epoxidation of imines using an environmentally benign oxidant system, H2O2/dimethyl carbonate, was developed.

Green synthesis of new chiral 1-(arylamino)imidazo[2,1-a]isoindole-2,5-diones from the corresponding α-amino acid arylhydrazides in aqueous medium

“…To prepare the new chiral 1-(arylamino)imidazo[2,1- a ]isoindole-2,5-diones 5a – m under greener conditions, we investigated the reaction in nontoxic solvents such as water and dimethyl carbonate (DMC). Indeed, DMC is well-known as safe reagent and solvent that has been used for many green applications [ 31 – 33 ]. On the other hand, water is a simply and environmentally benign solvent and interest has increasingly turned to it as the greenest solvent of chemical reactions [ 34 ].…”

Recent Advances in the Preparations and Synthetic Applications of Oxaziridines and Diaziridines

“…In this regard, Ollevier et al reported a novel, green and one-pot synthetic method to derive N-alkyloxaziridines 3 using an eco-friendly oxidant system H 2 O 2 / Dimethylcarbonate (DMC) in 2016. [16] Hydrogen peroxide contain high oxygen content and its byproducts (water and O 2 ) are environment-friendly. Similarly, DMC is a green solvent and reagent due to its high biodegradability and low toxicity.…”

Influence of Impurities in a Methanol Solvent on the Epoxidation of Propylene with Hydrogen Peroxide over Titanium Silicalite-1

“…In fact, due to the highest active oxygen content and the formation of water only being a by-product, the use of H 2 O 2 as an oxidant is among the key aspects of modern Green Chemistry nowadays. For example, H 2 O 2 has become the primary oxidant in the selective oxidations of numerous organic substances, such as imines [20], olefins [21][22][23], and alcohols [24].In recent years, the HPPO process based on a TS-1 catalyst, as well as the H 2 O 2 oxidant and methanol solvent, has been industrialized by BASF and Dow, Evonik and Uhde, and Sinopec Changling Refining and Chemical. Nevertheless, the HPPO process still suffers from the use of a methanol solvent.…”

“…In fact, due to the highest active oxygen content and the formation of water only being a by-product, the use of H 2 O 2 as an oxidant is among the key aspects of modern Green Chemistry nowadays. For example, H 2 O 2 has become the primary oxidant in the selective oxidations of numerous organic substances, such as imines [20], olefins [21][22][23], and alcohols [24].…”