1538-98-3Relevant academic research and scientific papers
From Rare Reagents to Rare Products: Regiospecific Silver-Catalyzed [3+2] Cycloaddition of Aryl-, Alkyl- and Aminosulfonyl Diazomethanes with Arenediazonium Tosylates
Levashova, Ekaterina,Bakulina, Olga,Dar'in, Dmitry,Bubyrev, Andrey,Chuprun, Sergey,Krasavin, Mikhail
supporting information, p. 4239 - 4242 (2020/07/13)
The scope of silver nitrate-catalyzed cycloaddition of arenediazonium salts has been expanded to include aryl- and alkylsulfonyl diazomethanes as well as the recently introduced diazomethyl sulfonamides. The reliance on these two classes of diazo compounds led to a new synthetic approach to the rare 2-aryltetrazol-5-yl sulfones as well as to the synthesis of hitherto not described 2-aryltetrazol-5-yl sulfonamides.
A method for synthesis of diazo methane compounds
-
, (2016/10/08)
The invention provides a synthetic method of a diazomethane compound. Diazotized sulfonyl-3,5,5-trimethyl-2-cyclohexenyl acetate is decarboxylated under the action of neutral alumina to obtain the high-purity and high-yield diazomethane compound. The synthetic method is carried out without using nitrosyl chloride which has the characteristics of high toxicity and easy blasting as a reaction raw material is environmentally-friendly and safe. The reaction yield is good, all the reactions are carried out with the temperature in a range from 0 to room temperature, and requirements on energy are low. The posttreatment process of the final product is simple, so expensive silica gel column chromatography separation is avoided. The reactant alumina has the effects of impurity separation and product purification, so the high-purity sulfonyl diazomethane derivative can be obtained through simple reduced pressure pumping filtration and concentration.
Synthesis of Sulfonyldiazomethanes and Acetyldiazomethanes via an Alumina-Mediated Decarboxylation Strategy
Yan, Yiyong,Ma, Gaoyuan,Wei, Wei,Zhao, Jing
, p. 239 - 242 (2016/02/18)
Diazo compounds are widely adopted in organic synthesis due to their carbine characteristics. One of the most interesting diazo compounds is diazolsulfonyl. Here, in the current study, we found that diazolsufonyl compounds could be prepared with moderate
COBALT-CATALYZED ASYMMETRIC CYCLOPROPANATION WITH DIAZOSULFONES
-
Page/Page column 48, (2009/10/22)
Asymmetric cyclopropanation of olefins with diazosulfones.
Cobalt-catalyzed asymmetric cyclopropanation with diazosulfones: Rigidification and polarization of ligand chiral environment via hydrogen bonding and cyclization
Zhu, Shifa,Ruppel, Joshua V.,Lu, Hongjian,Wojtas, Lukasz,Zhang, X. Peter
, p. 5042 - 5043 (2008/10/09)
A new D2-symmetric chiral porphyrin P6 (2,6-DiMeO-ZhuPhyrin) with enhanced chiral rigidity and polarity was designed and synthesized through incorporation of hydrogen bonding and cyclic structure. Its cobalt(II) complex [Co(P6)] is a highly active and selective catalyst for asymmetric cyclopropanation of alkenes with diazosulfones. The [Co(P6)]-based catalytic system is suitable for various aromatic olefins as well as electron-deficient olefins, including α,β-unsaturated esters, ketones, and nitriles, forming the corresponding cyclopropyl sulfones under mild conditions in high yields and high selectivities. In most cases, both excellent diastereo- and enantioselectivities were achieved. Copyright
Theory-guided discovery of unique chemical transformations of cyclopropenes
Weatherhead-Kloster, Robin A.,Corey
, p. 171 - 174 (2007/10/03)
(Chemical Equation Presented) Chiral 2-cyclopropenyl-4-tolyl sulfones, available by the [2 + 1]-cycloaddition of tosyldiazomethane to acetylenes under catalysis by the Rh(II) complex 1, provide a number of unusual transformations and useful chiral product
Improved preparation of tosyldiazomethane
Plessis,Uguen,De Cian,Fischer
, p. 5489 - 5493 (2007/10/03)
Treatment of the carbamate 2a by i-amyl nitrite and TMSCl in presence of a reduced amount of pyridine, followed by decomposition of the resulting nitroso derivative 3a with activated alumina afforded in high yield the pure, crystalline, diazosulfone 1a, a
