34495-86-8

Upstream product

• 2217-07-4 N,N-dipropylaniline 
• 124-38-9 carbon dioxide 
• 622-80-0 N-propylaniline 
• 73861-82-2 5-methyl-3-phenyl-oxazolidine 

Downstream Products

• 622-80-0 N-propylaniline 

Relevant academic research and scientific papers

Catalyst-free photoinduced selective oxidative C(sp3)-C(sp3) bond cleavage in arylamines

Due to the directional nature of sp3-hybridized orbitals and the absence of π-orbitals, the oxidative cleavage of the kinetically and thermodynamically stable C(sp3)-C(sp3) bond is extremely difficult and remains scarcely explored. In this work, under the double argument of quantum mechanics (QM) computations and meticulous experiments on our well-designed C-C single bond cleavage mechanism, we discovered a means of photoinduced selective oxidative C(sp3)-C(sp3) bond cleavage in arylamines, easily achieved by simple visible light irradiation using O2as a benign oxidant under very mild conditions. The utility of our methodology was demonstrated by the C(sp3)-C(sp3) bond cleavage in morpholine/piperazine arylamines with excellent functional group tolerance. Importantly, our methodology is noteworthy, not only in that it does not require any catalysts, but also in that it provides valuable possibilities for the scalable functionalization of clinical drugs and natural products.

A substituent- And temperature-controllable NHC-derived zwitterionic catalyst enables CO2upgrading for high-efficiency construction of formamides and benzimidazoles

Chemocatalytic upgrading of the greenhouse gas CO2 to valuable chemicals and biofuels has attracted broad attention in recent years. Among the reported approaches, N-formylation of CO2 with an amine is of great significance due to its versatility in the construction of N-containing linear and cyclic skeletons. Herein, a stable N-heterocyclic carbene-carboxyl adduct (NHC-CO2) was facilely prepared and could be used as a recyclable zwitterionic catalyst for efficient CO2 reductive upgrading via either N-formylation or further coupling with cyclization under mild conditions (25 °C, 1 atm CO2) using hydrosilane as a hydrogen source. More than 30 different alkyl and aromatic amines could be transformed into the corresponding formamides or benzimidazoles with remarkable yields (74%-98%). The electronic effect of the introduced substituent on NHC-CO2 was found to evidently affect the thermostability and nucleophilicity of the zwitterionic catalyst, which is directly correlated with its catalytic activity. Moreover, NHC-CO2 could supply CO2 by in situ decarboxylation at a specific temperature that is dependent on the introduced substituent type. Experimental and computational studies showed that the carboxyl species on NHC-CO2 was not only a nucleophilic center, but also a C1 source which rapidly captures or substitutes ambient CO2 during hydrosilylation. In addition, a simple and green conceptual process was designed for the product purification and catalyst recycling, with a good feasibility for small-scale production.

Method for exciting C-C bond fracture acylation and application

The invention provides a method for exciting C-C bond breakage acylation and application; the method comprises the following steps: mixing a compound with a structural formula shown in the specification with an organic solvent, and reacting in oxygen and

Synthesis of silyl formates, formamides, and aldehydesviasolvent-free organocatalytic hydrosilylation of CO2

Carbon dioxide (CO2) was used as a C1 source to prepare silyl formates, formamides, and aldehydes. Tetrabutylammonium acetate (TBAA) catalyzed the solvent-freeN-formylation of amines with CO2and hydrosilane to give formamides including Weinreb formamide, Me(MeO)NCHO, which was successively converted into aldehydes by one-pot reactions with Grignard reagents.

EFFECT OF THE STRUCTURE OF N-SUBSTITUTED 1,3-OXAAZACYCLOPENTANES ON THEIR REACTIVITY IN FREE-RADICAL ISOMERIZATION

During the thermal decomposition of tert-butyl peroxide (120 - 150 deg C) in a medium of N-substituted 1,3-oxaazacyclopentanes the latter change into the N,N-disubstituted amides of carboxylic acids by a mechanism of an unbranched chain reaction with quadratic termination at the rearranged radicals.The effect of the nature and the position of the substituents on the reactivity of 1,3-oxaazacyclopentanes in the free-radical isomerization reaction was investigated.The kinetic data and activation parameters characterizing the reactivity of 1,3-oxaazacyclopentanes were determined.