120982-92-5Relevant academic research and scientific papers
An Iodine-Mediated Hofmann-L?ffler-Freytag Reaction of Sulfoximines Leading to Dihydroisothiazole Oxides
Zhang, Duo,Wang, Han,Cheng, Hanchao,Hernández, José G.,Bolm, Carsten
, p. 4274 - 4277 (2017)
A Hofmann-L?ffler-Freytag type cyclization reaction of S-aryl-S-phenylpropyl sulfoximines (and related derivatives) was developed. Using molecular iodine as the initiator under visible light a series of five-membered cyclic products was obtained in moderate to high yields. The approach represents a new strategy for the synthesis of dihydroisothiazole oxides and benzo[d]isothiazoles-1-oxides. (Figure presented.).
Nickel-Catalyzed Reductive Thiolation of Unactivated Alkyl Bromides and Arenesulfonyl Cyanides
Rao, Weidong,Wang, Fei,Wang, Shun-Yi
, p. 8970 - 8979 (2021/07/19)
The cross-electrophile coupling between unactivated alkyl bromides with arenesulfonyl cyanides catalyzed by Ni(acac)2under reductive conditions to form unsymmetrical sulfides is developed. This approach for sulfide synthesis is practical, relies on available, unfunctionalized materials such as alkyl (pseudo)halides, and is scalable. This catalytic strategy provides a complementary method for the preparation of unsymmetrical alkyl-aryl sulfides under mild conditions with good functional group tolerance.
Palladium(II)-catalyzed ortho -olefination of arenes applying sulfoxides as remote directing groups
Wang, Binjie,Shen, Chuang,Yao, Jinzhong,Yin, Hong,Zhang, Yuhong
supporting information, p. 46 - 49 (2014/01/23)
A novel palladium-catalyzed ortho-C(sp2)-H olefination protocol has been developed by the use of sulfoxide as the directing group. Importantly, relatively remote coordination can be accessed to achieve the ortho olefination of benzyl, 2-arylethyl, and 3-arylpropenyl sulfoxide substrates, and the olefinated sulfoxide can be easily transformed to other functionalities.
Iterative stereospecific reagent-controlled homologation of pinacol boronates by enantioenriched α-chloroalkyllithium reagents
Blakemore, Paul R.,Burge, Matthew S.
, p. 3068 - 3069 (2008/02/05)
Reaction of pinacol boronates with putative enantioenriched α-chloroalkyllithium species, generated in situ from homochiral α-chloroalkylsulfoxides by sulfoxide ligand exchange with t-BuLi in PhMe at -78 °C, gave chain-extended boronic ester products with generally excellent stereochemical fidelity. Iteration of this stereospecific reagent-controlled homologation (StReCH) process enabled the programmed synthesis of all four stereoisomers of a stereodiad-containing model system (4-benzyl-1,6-diphenylhexan-2-ol) with er ≥ 97:3 in all cases. Copyright
