28322-50-1Relevant academic research and scientific papers
Trifluoromethanesulfonyl azide: An efficient reagent for the preparation of α-cyano-α-diazo carbonyls and an α-sulfonyl-α-diazo carbonyl
Wurz, Ryan P.,Lin, Wei,Charette, André B.
, p. 8845 - 8848 (2003)
The reaction scope of trifluoromethanesulfonyl azide in diazo transfer reactions was extended to include the preparation of α-cyano-α- diazo-carbonyls, phenyl sulfonyl diazoacetophenone and diethyl diazomalonate in high yields. The effect of the bases use
Solvent-Directed Transition Metal-Free C-C Bond Cleavage by Azido-1,3,5-triazines and Their Stability-Reactivity Paradox
Ma, Fulei,Xie, Xiaoyu,Li, Yuanheng,Yan, Ziqiang,Ma, Mingming
, p. 762 - 769 (2020/12/22)
We report a solvent-directed and regioselective carbon-carbon bond cleavage of aryl ketones by azido-1,3,5-triazines (ATs), which is typically completed within 10 min in DMSO at room temperature, without using transition metal catalysts. The cleavage is driven by the steric hindrance in the adducts of aryl ketones and ATs, which is substantiated by DFT calculation. Our recent results showed that ATs present high reactivity in solution and high stability in solid state. This "stability-reactivity paradox"has been explained in light of the molecular and crystal structures of ATs.
Copper Acetate Mediated α-Oxysulfonylation of α-Diazo β-Ketosulfones
Chan, Chieh-Kai,Wang, Heui-Sin,Hsu, Ru-Ting,Chang, Meng-Yang
, p. 2423 - 2434 (2017/05/22)
Copper acetate mediated α-oxysulfonylation of α-diazo β-ketosulfones in wet nitromethane under nitrogen provides α-oxysulfonyl β-ketosulfones. The use of different copper salts is investigated for the development of a facile and efficient transformation.
Copper Triflate Mediated α-Monohalogenation of α-Diazo β-Ketosulfones with Ammonium Halides
Chan, Chieh-Kai,Wang, Heui-Sin,Hsu, Ru-Ting,Chang, Meng-Yang
, p. 2045 - 2056 (2017/04/26)
Copper triflate mediated α-monohalogenation of α-diazo β-ketosulfones with ammonium halides provides the corresponding α-halo β-ketosulfones. Different metal triflates are investigated for this facile and efficient transformation. A plausible mechanism is proposed.
Synthesis of α-diazo-β-keto esters, phosphonates and sulfones via acylbenzotriazole-mediated acylation of a diazomethyl anion
Pramanik, Mukund M. D.,Rastogi, Namrata
supporting information, p. 11567 - 11571 (2015/12/04)
We report a method for the synthesis of α-diazo-β-keto esters, phosphonates and sulfones via acylation of corresponding diazomethyl anions with N-acylbenzotriazoles. The N-o-amino-acylbenzotriazoles exhibited an unprecedented transphosphorylation reaction
Synthesis of α-diazo carbonyl compounds with the shelf-stable diazo transfer reagent nonafluorobutanesulfonyl azide
Chiara, Jose Luis,Suarez, Jose Ramon
supporting information; experimental part, p. 575 - 579 (2011/04/24)
Nonafluorobutanesulfonyl azide is a shelf-stable, cost-effective and general diazo transfer reagent for the efficient synthesis of a-diazo carbonyl compounds in excellent yields and in very short reaction times, under mild conditions. The diazo products can be readily isolated in pure form after a simple aqueous extractive work-up that avoids chromatographic purification in most cases. Because of its high efficiency and wide substrate scope, shelf-stability, relatively low cost, and ease of product purification, nonafluorobutanesulfonyl azide offers an advantageous alternative to other commonly used diazo transfer reagents.
Aroyldiazomethanes by mild acyl cleavage of diaroyldiazomethanes over Al2O3
Korneev,Richter
, p. 1248 - 1250 (2007/10/02)
The synthesis of aroyldiazomethanes by the mild and rapid acyl cleavage of diaroyldiazomethanes on the surface of neutral alumina is reported.
