55289-84-4Relevant articles and documents
A general and practical sulfonylation of benzylic ammonium salts with sulfonyl hydrazides for the synthesis of sulfones
Zhu, Haibo,Zhang, Yingying,Liu, Yishuai,Yang, Liu,Xie, Zongbo,Jiang, Guofang,Le, Zhang-Gao
, (2020/05/06)
A practical and efficient approach adopting transition-metal-free cross-coupling of sulfonyl hydrazides with benzyl ammonium salts has been developed to synthesize benzyl sulfones using Cs2CO3 as base under mild conditions. The protocol employs stable and easy to handle coupling partners, and is endowed with good substrate compatibility, leading to functional benzyl sulfones in good yields.
Iron(III) phthalocyanine-chloride-catalyzed synthesis of sulfones from sulfonylhydrazones
Zhao, Jun-Long,Guo, Shi-Huan,Qiu, Jun,Gou, Xiao-Feng,Hua, Cheng-Wen,Chen, Bang
, p. 2375 - 2378 (2016/05/19)
In this study, sulfones are synthesized from sulfonylhydrazones catalyzed by iron(III) phthalocyanine chloride. This reaction offers broad substrate scope, occurs under mild conditions, utilized readily available reactants, and forms products in good-to-h
Synthesis of sulfones by iron-catalyzed decomposition of sulfonylhydrazones
Barluenga, Jose,Tomas-Gamasa, Maria,Aznar, Fernando,Valdes, Carlos
experimental part, p. 1520 - 1526 (2011/04/25)
The Fe-catalyzed decomposition of sulfonylhydrazones gives rise to sulfones. The reaction is quite general and allows the preparation of sulfones from a variety of aryl, alkyl, and α,β-unsaturated aldehydes and ketones. Crossover experiments reveal that the reaction is an intermolecular process, which may proceed by nucleophilic attack of the sulfinate anion on an iron carbene complex. Carbonyl compounds can be easily transformed into sulfones by Fe-catalyzed decomposition of the corresponding sulfonylhydrazones. The process most likely proceeds through an iron carbene complex and opens the door for the design of othernovel Fe-catalyzed reductive couplings. Copyright
SYNTHESIS OF FIVE-MEMBERED HETEROARYLMETHYL p-TOLYLSULFONES FROM HETEROARENEMETHANOLS UNDER ACIDIC CONDITIONS: SCOPE AND LIMITATIONS
Castedo, Luis,Delamano, Jose,Lopez, Carmen,Lopez, Maria Belen,Tojo, Gabriel
, p. 495 - 502 (2007/10/02)
It is shown that the successful conversion of five-membered heteroarenemethanols into the corresponding heteroarylmethyl p-tolylsulfones by treatment with sodium p-toluenesulfinate under acidic conditions depends on the stability of the intermediate heteroarylmethyl carbocations.
Homolytic Displacement at Saturated Carbon in Organocobalamines. Part 4
Gupta, B. Dass,Roy, Maheswar,Roy, Sujit,Kumar, Manoj,Das, Indira
, p. 537 - 543 (2007/10/02)
Benzyl and para-substituted benzylcobaloximes react with substituted arenesulphonyl chlorides under photochemical and anaerobic conditions at 0 deg C to give a variety of products including the sulphones, bibenzyls, and benzyl ethers of dimethylglyoxime in variable yields.However, when the reactions are carried out in the presence of a 1 mol excess of pyridine, the yield of sulphones is increased by at least 20percent in each case.The corresponding yield of bibenzyls is decreased and no trace of the benzyl ether of dimethylglyoxime is formed.On the other hand, the reaction of heteroaromatic methyl cobaloximes with arenesulphonyl chlorides form the corresponding sulphones as the exclusive organic product in good yield and with no side products.The reactions are interpreted in terms of a direct attack of the arenesulphonyl radical on the α carbon of the benzyl and heteroaromatic methyl ligand.
THERMOLYSIS OF SODIUM SALTS OF TOSYLHYDRAZONES OF SOME HETEROCYCLIC ALDEHYDES IN THE PRESENCE OF SILVER CHROMATE: 1,3 NC MIGRATION OF TOSYL GROUP
Saito, Katsuhiro,Ishihara, Hiraku
, p. 1891 - 1898 (2007/10/02)
The thermal decompositions of sodium salts of tosylhydrazones of furfural, thiophene-2-aldehyde, 1-methylpyrrole-2-aldehyde, and pyridine-2-aldehyde in the presence of silver chromate gave 2-furyl(p-toluenesulfonyl)methane, thiophene-2-(p-toluenesulfonyl)methane, 1-methylpyrrole-2-(p-toluenesulfonyl)methane, and pyridine-2-(p-toluenesulfonyl)methane, respectively, via 1,3 NC migration of tosyl group.The same type of reactions with sodium salts of tosylhydrazones of thiophene-3-aldehyde, pyridine-3-aldehyde, and pyridine-4-aldehyde also afforded the corresponding p-toluenesulfonylmethanes but the yields were slightly lower comparing to the above cases.
THERMOLYSIS OF SODIUM SALT OF FURFURAL TOSYLHYDRAZONE IN THE PRESENCE OF SILVER CHROMATE: FORMATION OF 2-FURYL(p-TOLUENESULFONYL)METHANE VIA 1,3N->C MIGRATION OF TOSYL GROUP
Saito, Katsuhiro,Ishihara, Hiraku
, p. 1291 - 1294 (2007/10/02)
The thermal decomposition of sodium salt of furfural tosylhydrazone in diglyme in the presence of silver chromate afforded trans-1,2-di(2-furyl)ethylene and 2-furyl(p-toluenesulfonyl)methane.The former product is formed via (2-furyl)methylene, while the l
