102710-12-3Relevant articles and documents
Ultrasound-promoted deoxygenation of sulphoxides by samarium - NH4Cl
Yadav,Subba Reddy,Srinivas,Srihari
, p. 854 - 856 (2001)
Several aromatic and aliphatic sulphoxides are selectively deoxygenated to the corresponding thioethers in high to quantitative yields by samarium metal in methanolic ammonium chloride under sonication. Other functional groups such as halides, esters, ethers, nitriles, olefins and ketones are unaffected under the present reaction conditions.
Reductive coupling of disulfides and diselenides with alkyl halides catalysed by a silica-supported phosphine rhodium complex using hydrogen as a reducing agent
Zhang, Hean,Hu, Mangen,Cai, Mingzhong
, p. 645 - 647 (2013)
The reductive coupling of disulfides and diselenides with alkyl halides was achieved in THF at 65 °C in the presence of 3 mol% of a silica-supported phosphine rhodium complex and triethylamine using hydrogen as a reducing agent, affording a variety of unsymmetrical sulfides and selenides in high yields. The heterogeneous rhodium catalyst can be recovered by a simple filtration and reused several times without significant loss of activity. Reaction with an acyl halide was also observed.
Acid catalyzed formation of C-C and C-S bonds via excited state proton transfer
Strada, Alessandro,Fredditori, Mattia,Zanoni, Giuseppe,Protti, Stefano
, (2019)
The behavior of 2-naphthol and 7-bromo-2-naphthol as organic photoacids are exploited in organic synthesis for the preparation of benzyl sulfides (using a trichloroacetimidate derivative as the starting substrate) and polycyclic amines via acid catalyzed
Rhodium-catalyzed reaction of thiols with polychloroalkanes in the presence of triethylamine
Tanaka, Ken,Ajiki, Kaori
, p. 1537 - 1539 (2005)
(Chemical Equation Presented) RhCl(PPh3)3 catalyzes a reaction of thiols with polychloroalkanes in the presence of triethylamine. This reaction serves as a convenient new method to produce formaldehyde dithioacetals, ethylenedithioethers, thioformates, and dithiocarbonic esters under mild conditions.
Rhodium-catalyzed reductive coupling of disulfides and diselenides with alkyl halides, using hydrogen as a reducing agent
Ajiki, Kaori,Hirano, Masao,Tanaka, Ken
, p. 4193 - 4195 (2005)
(Chemical Equation Presented) We have established that RhCl(PPh 3)3 catalyzes a reductive coupling of disulfides and diselenides with alkyl halides in the presence of triethylamine using hydrogen as a reducing agent. This reaction serves as a convenient new method to produce unsymmetrical sulfides and selenides from disulfides and diselenides instead of unstable and odoriferous thiols and selenols.
Photochemical Functionalization of Heterocycles with EBX Reagents: C?H Alkynylation versus Deconstructive Ring Cleavage**
Voutyritsa, Errika,Garreau, Marion,Kokotou, Maroula G.,Triandafillidi, Ierasia,Waser, Jér?me,Kokotos, Christoforos G.
supporting information, p. 14453 - 14460 (2020/10/12)
The development of novel methodologies for the functionalization of saturated heterocycles is highly desirable. Herein, we report a cheap and efficient photochemical method for the C?H functionalization of saturated O-heterocycles, as well as the deconstructive ring-cleavage of S-heterocycles, employing hypervalent iodine alkynylation reagents (ethynylbenziodoxolones, EBX). This photochemical alkynylation is performed utilizing phenylglyoxylic acid as the photoinitiator, leading to the corresponding products in good to high yields, under household fluorescent light bulb irradiation. When O-heterocycles were employed, the expected α-C?H alkynylation took place. In contrast, oxidative ring-opening to form a thioalkyne and an aldehyde was observed with S-heterocycles. Preliminary mechanistic experiments are presented to give first insights into this puzzling divergent reactivity.
Synthesis of thioethers by ini3-catalyzed substitution of siloxy group using thiosilanes
Nishimoto, Yoshihiro,Okita, Aya,Baba, Akio,Yasuda, Makoto
, (2016/11/02)
The substitution of a siloxy group using thiosilanes smoothly occurred in the presence of InI3 catalyst to yield the corresponding thioethers. InI3was a specifically effective catalyst in this reaction system, while other typical Lew
One-pot Metal-free Synthesis of Benzyl Alkyl Sulfides
Lu, Xiaogang,Wang, Hongmei,Gao, Runli,Pei, Chengxin
, p. 45 - 52 (2015/10/29)
The synthesis of sulfides is important in various fields. This paper reports an efficient, odorless, and viable protocol for the base-mediated synthesis of benzyl alkyl sulfides using thiourea. The reactions were carried out under transition-metal-free co
A novel one pot synthesis of benzyl sulfides: Samarium-induced, benzyl bromide mediated reduction of alkyl thiocyanates and diaryl disulfides in methanol
Zhan, Zhuang-Ping,Lang, Kai
, p. 443 - 444 (2007/10/03)
A convenient synthesis of benzyl Sulfides by the treatment of alkyl thiocyanates or diaryl disulfides with metallic samarium and benzyl bromide in methanol has been developed.
Reductive Cleavage of the S-Si Bond in Arylsulfanyltrimethylsilanes: A Novel Method for the Synthesis of Unsymmetrical Sulfides
Zhang, Songtin,Zhang, Yongmin M.
, p. 48 - 49 (2007/10/03)
Arylsulfanyltrimethylsilanes are reduced by samarium diiodide to yield samarium arylthiolates which react with alkyl halides to give unsymmetrical sulfides.
