22950-86-3Relevant academic research and scientific papers
A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides
Czyz,Weragoda,Monaghan,Connell,Brzozowski,Scully,Burton,Lupton,Polyzos
supporting information, p. 1543 - 1551 (2018/03/08)
The general catalytic synthesis of aryl and vinyl thioethers from readily available halides remains a challenge. Herein we report a unified method for the thiolation of aryl and vinyl iodides with dialkyl disulfides using visible light photoredox catalysis. A range of thioether products bearing diverse functional groups can be accessed in high yield and with excellent chemoselectivity. We demonstrate the versatility of this method through the expedient synthesis of a family of thioether-rich natural products. A detailed investigation of the photocatalytic mechanism is presented from both steady-state and time-resolved luminescent quenching as well as transient absorption spectroscopy experiments.
Cobalt modified N-doped carbon nanotubes for catalytic C=C bond formation via dehydrogenative coupling of benzyl alcohols and DMSO
Li, Jinlei,Liu, Guoliang,Shi, Lijun,Xing, Qi,Li, Fuwei
supporting information, p. 5782 - 5788 (2017/12/26)
The development of heterogeneous, cost-effective and environmentally benign catalysts to construct C=C bonds is highly desirable. We report here Co@N-doped carbon nanotubes (Co@NCNT) as a catalyst for a novel synthesis of styryl sulfides via dehydrogenative coupling of benzyl alcohols and DMSO under anaerobic conditions. This reaction maintains high atom efficiency as the C=C bond is formed without the cracking of the C-S bond. We proposed that Co modified N-doped carbon sites are the active sites, different from traditionally believed metal centers for dehydrogenative C-C coupling. Moreover, the Co@NCNT catalyst could be easily separated and recycled for at least six runs. This work opens up a new application of metal-N-C catalysts in C=C bond-forming reactions in synthetic chemistry.
Zirconocene Catalysis in Organoaluminum Synthesis of 1-Alkenyl Sulfones and Sulfides
Kadikova, Rita N.,Ramazanov, Ilfir R.,Vyatkin, Alexey V.,Dzhemilev, Usein M.
, p. 1889 - 1897 (2017/04/06)
The Cp2ZrCl2-catalyzed methylalumination of 1-alkynyl sulfones and 1-alkynyl sulfides with Me3Al, followed by deuterolysis or hydrolysis, affords the corresponding β,β-disubstituted 1-alkenyl sulfones and 1-alkenyl sulfides in high yields. S-Methyl methanethiosulfonate is shown to be a convenient and efficient sulfanylating agent for 1-alkenylaluminum derivatives.
Reaction of dimethyl sulfide ditriflate with alkenes. Synthesis of sulfur derivatives of nortricyclane
Nenajdenko, Valentine G.,Vertelezkij, Pavel V.,Gridnev, Ilya D.,Shevchenko, Nikolai E.,Balenkova, Elizabeth S.
, p. 8173 - 8180 (2007/10/03)
The reaction of dimethyl sulfide ditriflate with alkenes leads to the corresponding sulfonium salts. Dependence of the reaction course on the substrate structure is discussed. In the reactions with norbornene and norbornadiene the sulfonium salts with nortricyclene skeleton were obtained. The configurations of the two isomeric disubstituted nortricyclanes 21a,b were determined by NMR.
