99236-17-6Relevant academic research and scientific papers
Electrocatalytic Synthesis of gem -Bisarylthio Enamines and α-Phenylthio Ketones via a Radical Process under Mild Conditions
Pan, Yong-Zhou,Cheng, Shi-Yan,Li, Qian-Yu,Tang, Hai-Tao,Pan, Ying-Ming,Meng, Xiu-Jin,Mo, Zu-Yu
, p. 593 - 600 (2021/03/17)
The novel method for the synthesis of gem -bisarylthio enamines and α-phenylthio ketones was developed via the coupling of α-substituted vinyl azides with thiols in the presence of tetrabutylammonium iodide (TBAI) as a redox catalyst and electrolyte at ro
Electrophilic Chlorine from Chlorosulfonium Salts: A Highly Chemoselective Reduction of Sulfoxides
Acosta-Guzmán, Paola,Mahecha-Mahecha, Camilo,Gamba-Sánchez, Diego
supporting information, p. 10348 - 10354 (2020/07/13)
Herein, we describe a selective late-stage deoxygenation of sulfoxides based on a novel application of chlorosulfonium salts and demonstrate a new process using these species generated in situ from sulfoxides as the source of electrophilic chlorine. The use of highly nucleophilic 1,3,5-trimethoxybenzene (TMB) as the reducing agent is described for the first time and applied in the deoxygenation of simple and functionalized sulfoxides. The method is easy to handle, economic, suitable for gram-scale operations, and readily applied for poly-functionalized molecules, as demonstrated with more than 45 examples, including commercial medicines and analogues. We also report the results of competition experiments that define the more reactive sulfoxide and we present a mechanistic proposal based on substrate and product observations.
Catalyst-Free Difunctionalization of Activated Alkenes in Water: Efficient Synthesis of β-Keto Sulfides and Sulfones
Wang, Huamin,Wang, Guangyu,Lu, Qingquan,Chiang, Chien-Wei,Peng, Pan,Zhou, Jiufu,Lei, Aiwen
, p. 14489 - 14493 (2016/10/03)
Difunctionalization of activated alkenes, a powerful strategy in chemical synthesis, has been accomplished for direct synthesis of a series of β-keto sulfides and β-keto sulfones. The transformation, mediated by O2, proceeds smoothly in water and without any catalyst. Prominent advantages of this method include mild reaction conditions, purification simplicity, and gram-scale synthesis, underlining the practical utility of this methodology.
Dynamic covalent chemistry of disulfides offers a highly efficient synthesis of diverse benzofused nitrogen-sulfur heterocycles in one pot
Zhu, Ning,Zhang, Fa,Liu, Gang
scheme or table, p. 531 - 540 (2010/09/05)
The thiol-disulfide dynamic interchange reaction mediated by 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was extensively studied. By this synthetic method sulfides can be prepared successfully within seconds in high yields at room temperature from stable and readily available disulfides and an alkylating agent. The method was further demonstrated to efficiently produce benzofused nitrogen-sulfur heterocycles with high skeletal diversity in a one-pot process.
Selective one-pot multicomponent synthesis and anti-tubercular evaluation of 5-(aryl/cyclohexylsulfanyl)-2-alkoxy-4,6-diarylnicotinonitriles
Manikannan, Ramaiyan,Muthusubramanian, Shanmugam,Yogeeswari, Perumal,Sriram, Dharmarajan
supporting information; experimental part, p. 3352 - 3355 (2010/08/07)
A new set of highly substituted pyridine derivatives has been synthesized by a product selective four component reaction of aryl aldehyde, malononitrile and 2-aryl/cyclohexylsulfanyl-1-aryl-1-ethanones in presence of sodium hydroxide in methyl/ethyl alcoh
Pyrazole derivatives from azines of substituted phenacyl aryl/cyclohexyl sulfides and their antimycobacterial activity
Manikannan, Ramaiyan,Venkatesan, Ramaiyan,Muthusubramanian, Shanmugam,Yogeeswari, Perumal,Sriram, Dharmarajan
supporting information; experimental part, p. 6920 - 6924 (2011/02/22)
Azines derived from substituted phenacyl aryl/cyclohexyl sulfide on treatment with excess phosphorous oxychloride in N,N-dimethylformamide have been found to yield two isomeric pyrazoles in each case. A plausible mechanism has been suggested for the forma
Photoreactions of β-Ketosulphides: Aryl and Benzyl Phenacyl Sulphides and Related Compounds
Arora, Kanwar J. S.,Collier, John R.,Deodhar, Dinker J.,Hesabi, Masoud-M.,Hill, John
, p. 2148 - 2183 (2007/10/02)
Photoreactions of aryl phenacyl sulphides were studied, particularly in regard to substituent and solvent effects.In general, aryl phenacyl sulphides Ar1SCH2COAr2 1 = p-tolyl, Ar2 = p-X-C6H4 (X = H, Cl, OH, OMe, and Ph), 2-thienyl, and 2-furyl; Ar1 = 2,4,6-trimethylphenyl, Ar2 = Ph and p-HOC6H4; Ar1 = 2-benzthiazolyl, Ar2 = Ph> underwent photochemical cleavage to disulphides (Ar1S)2 and ketones Ar2COMe.In a few cases a diketone (Ar2COCH2)2 was the only, or major, carbonyl photoproduct.Similar photochemical behaviour was shown by ketosulphides p-Me-C6H4SCH(R)COPh (R = PhCH2, PhCOCH2, and p-Me-C6H4S) and related acetophenone derivatives PhCOCH2SR (R = COPh, SO3Na, and SCH2COPh).In a few instances, from p-Me-C6H4SCH2COAr (Ar = Ph, p-Cl-C6H4, and p-Ph-C6H4), a minor photoproduct was a 2-aryl-5-methylbenzothiophen.Benzyl phenacyl sulphides p-X-C6H4COCH2SCH2Ph (X = OH and OMe) also underwent photo-cleavage to give dibenzyl disulphide and a ketone.Free-radical cleavage products ArCOCH2(.) (Ar = Ph and p-MeO-C6H4) and p-Me-C6H4S(.) were trapped as adducts p-Me-C6H4SC(Ph)2CH2CH2COAr when irradiation of the ketosulphide was carried out in the presence of 1,1-diphenylethylene. 2,5-Diphenylfuran was formed photochemically from 1,4-diphenylbutane-1,4-dione on irradiation in methanol.
