29847-04-9Relevant academic research and scientific papers
A General Method for the Dibromination of Vicinal sp3C-H Bonds Exploiting Weak Solvent-Substrate Noncovalent Interactions
Qi, Zaojuan,Li, Weihe,Niu, Yanning,Benassi, Enrico,Qian, Bo
supporting information, p. 2399 - 2404 (2021/03/03)
A general procedure of 1,2-dibromination of vicinal sp3 C-H bonds of arylethanes using N-bromosuccinimide as the bromide reagent without an external initiator has been established. The modulation of the strength of the intermolecular noncovalent interactions between the solvent and arylethane ethanes, quantitatively evaluated via quantum chemical calculations, allows us to circumvent the fact that arylethane ethane cannot be dibrominated through traditional methods. The mechanism was explored by both experiments and quantum chemical calculations, revealing a radical chain with HAA process.
Self-Catalyzed Rapid Synthesis of N-Acylated/ N-Formylated α-Aminoketones and N-Hydroxymethylated Formamides from 3-Aryl-2 H-Azirines and 2-Me/Ph-3-Aryl-2 H-Azirines
De, Aramita,Majee, Adinath,Santra, Sougata,Zyryanov, Grigory V.
supporting information, p. 3926 - 3930 (2020/07/14)
A rapid and effective method has been established for the synthesis of N-acylated α-aminoketone derivatives by the reaction of 3-aryl-2H-azirines and highly substituted 2-Me/Ph-3-aryl-2H-azirines with various carboxylic acids under ambient air within 10 min at room temperature. N-Trifluoroacetylated α-aminoketones with different substituents have been reported in the presence of trifluoroacetic acid. This protocol is equally effective to synthesize N-formylated α-aminoketone and N-hydroxymethylated formamide derivatives.
Visible-Light-Induced Regioselective C(sp3)-H Acyloxylation of Aryl-2 H-azirines with (Diacetoxy)iodobenzene
De, Aramita,Santra, Sougata,Hajra, Alakananda,Zyryanov, Grigory V.,Majee, Adinath
supporting information, p. 11735 - 11740 (2019/10/02)
A visible-light-promoted regioselective coupling of C(sp3)-H of aryl-2H-azirine and (diacetoxy)iodobenzene has been reported. Rose Bengal as an organophotoredox catalyst has been used in this reaction. The reaction proceeds under aerobic condition at room temperature. A variety of aryl-2H-azirines gives the corresponding acyloxylated azirines under this reaction conditions. The reaction goes through a radical pathway. The protocol is also applicable on gram-scale synthesis.
Visible-Light Photoredox Catalyzed Three-Component Cyclization of 2H-Azirines, Alkynyl Bromides, and Molecular Oxygen to Oxazole Skeleton
Chen, Lili,Li, Hongji,Li, Pinhua,Wang, Lei
supporting information, p. 3646 - 3649 (2016/08/16)
A novel three-component cyclization of 2H-azirines, alkynyl bromides, and molecular oxygen under visible-light photoredox catalysis at room temperature has been developed, which provides a direct approach to a wide range of substituted oxazoles in moderate to good yields.
Preparation method of polysubstituted 3-alkynyl pyrrole derivative
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Paragraph 0021; 0022; 0023; 0024; 0025, (2017/01/02)
The invention relates to a preparation method of a polysubstituted 3-alkynyl pyrrole derivative, wherein the method includes a step of performing a ring-opening reaction to 2H-azirine, which is prepared through a simple method, with a terminal alkyne to prepare the polysubstituted 3-alkynyl pyrrole derivative. The 2H-azirine can be easily prepared with initial raw materials which are low in cost and easy to obtain, and the reaction of subsequently preparing the 3-alkynyl pyrrole derivative is simple in operation and is mild in conditions.
A turn-on fluorescent probe based on hydroxylamine oxidation for detecting ferric ion selectively in living cells
Wang, Rui,Yu, Fabiao,Liu, Ping,Chen, Lingxin
supporting information; experimental part, p. 5310 - 5312 (2012/06/30)
We have described a turn on fluorescent probe BOD-NHOH based on hydroxylamine oxidation for detecting intracellular ferric ions. The probe comprises a signal transducer of BODIPY dye and a Fe3+-response modulator of hydroxylamine. It is readily employed for assessing intracellular ferric ion levels, and confocal imaging is achieved successfully.
Metal triflate catalyzed highly regio- and stereoselective 1,2-bromoazidation of alkenes using NBS and TMSN3 as the bromine and azide sources
Hajra, Saumen,Sinha, Debarshi,Bhowmick, Manishabrata
, p. 7017 - 7019 (2007/10/03)
Metal triflate catalyzed 1,2-bromoazidation of alkenes was performed using N-bromosuccinimide (NBS) and trimethylsilyl azide (TMSN3) as the bromine and azide sources, respectively. Among the metal triflates, Zn(OTf)2 was found to be the best catalyst. This catalytic process represents a highly regioselective, stereoselective and high yielding method for the synthesis of anti-1,2-bromoazides from a variety of alkenes including α,β-unsaturated carbonyl compounds.
