107271-02-3Relevant academic research and scientific papers
Molybdenum (VI)-catalyzed dehydrative construction of C[sbnd]O and C[sbnd]S bonds formation via etherification and thioetherification of alcohols and thiols
Singh, Rahulkumar Rajmani,Srivastava, Radhey S.,Whittington, Alex
, (2020/06/02)
An inexpensive, easily available, environmentally benign, and efficient catalyst molybdenum(VI) dioxo (acetylacetonate)2 was used for the direct oxo- and thioetherification of alcohol. This method endures selective molybdenum catalyzed dehydrative synthesis of symmetrical ethers from benzylic secondary alcohols as well as unsymmetrical ethers from the reaction of benzylic secondary alcohols with primary alcohol. Furthermore, we have been also successful in the synthesis of Aryl thioether by using alcohol and thiols.
Eosin-Y-Catalyzed Photoredox C?S Bond Formation: Easy Access to Thioethers
Chand, Shiv,Pandey, Anand Kumar,Singh, Rahul,Kumar, Saurabh,Singh, Krishna Nand
supporting information, p. 4712 - 4716 (2019/11/03)
An operationally simple Eosin Y catalyzed sulfenylation of hydrazones has been realized to afford a range of thioethers under visible light. The methodology provides high yields of thioethers under ambient conditions employing readily available and inexpensive starting materials. The reaction has broad substrate scope and is compatible with various functional groups.
Highly Efficient and Chemoselective Tertiary and Secondary Benzylation of Thiols Catalyzed by Indium(III) Triflate
Kuciński, Krzysztof,Hreczycho, Grzegorz
, p. 5572 - 5581 (2017/10/13)
Several examples of nucleophilic substitution reactions of compounds that have good leaving groups have been previously reported, but the direct use of simple alcohols still remains a challenge because of the poor leaving ability of the hydroxy group. Herein, an efficient and highly chemoselective method for the S-benzylation of a wide range of aromatic and aliphatic thiols has been accomplished in the presence of catalytic amounts (0.1–0.2 mol-%) of indium(III) triflate. Our approach is atom efficient (water is the only byproduct) and suitable to obtain the corresponding unsymmetrical thioethers in excellent yields (up to 99 %). The low loading of catalyst that are needed to obtain extraordinarily high chemoselectivities and the generality of the reaction make this approach unique.
Electrophilic phosphonium cations catalyze hydroarylation and hydrothiolation of olefins
Pérez, Manuel,Mahdi, Tayseer,Hounjet, Lindsay J.,Stephan, Douglas W.
supporting information, p. 11301 - 11304 (2015/07/07)
Electrophilic phosphonium cations (EPCs) are efficient main group catalysts for the hydroarylation of olefins under mild conditions, providing a facile route to substituted aniline, bis-arylamine, phenol, furan, thiophene, pyrrole, and indole derivatives.
A novel approach to the practical synthesis of sulfides: An InBr 3-Et3SiH catalytic system promoted the direct reductive sulfidation of acetais with disulfides
Sakai, Norio,Moritaka, Kohei,Konakahara, Takeo
supporting information; experimental part, p. 4123 - 4127 (2009/12/09)
We have demonstrated a facile and direct synthesis of sulfide derivatives using acetais and ketals, derived, from aromatic/ conjugated, aldehydes and aromatic ketones, with disulfides and the InBr3-Et3SiH reducing system., We also succeeded in developing an unprecedented one-pot preparation of an aliphatic sulfide from a disulfide and an aliphatic acetal. (Wiley-VCH Verlag GmbH & Co. KGaA.
Boron trifluoride monohydrate catalyzed one-flask preparation of sulfides from carbonyl compounds with thiols and triethylsilane
Olah,Wang,Trivedi,Prakash
, p. 465 - 4466 (2007/10/02)
Boron trifluoride monohydrate catalyzed thiolation of aldehydes and ketones with thiols and triethylsilane to the corresponding sulfides was carried out in good to excellent yields.
The Reaction of (Arylthio)trimethylstannanes with 1-Aryl-1-bromoethanes: Effect of Substituent on the Process Shifting from Unimolecular to Bimolecular Substitution
Kozuka, Seizi,Nakamura, Hisashi
, p. 2407 - 2410 (2007/10/02)
A kinetic study has been conducted on the reaction of (arylthio)trimethylstannanes with 1-aryl-1-bromoethanes.The reaction of the arylbromoethane bearing an electron-donating substituent was found involving unimolecular ionization of the arylbromoethane.The other reactions, however, were found to be second-order reactions.The nature of the second-order reactions was shifted from one involving unimolecular ionization as the minor process, to a clear bimolecular nucleophilic reaction, according to the electron-withdrawing nature of the substituents on the arylbromoethanes.
Mechanism of the Reaction of (Arylthio)trimethylgermanes with 1-Aryl-1-bromoethanes--Kinetic and Stereochemical Studies--
Kozuka, Seizi,Nitta, Takemi,Tamura, Shoji,Tagaki, Waichiro
, p. 2594 - 2598 (2007/10/02)
Kinetic and stereochemical studies have been conducted on the reaction of (arylthio)trimethylgermanes with 1-aryl-1-bromoethanes.The reaction has been found to obey a first-order kinetic equation.The rates of the reaction of the substituted arylethanes were well-correlated with ?+ constants.Optically active 1-bromo-1-phenylethane gave racemic phenyl 1-phenylethyl sulfide by the reaction with trimethyl(phenylthio)germane.An SNL ionization of 1-aryl-1-bromoethanes has been suggested as the reaction mechanism.
