20965-36-0Relevant academic research and scientific papers
Visible-Light-Induced Direct Thiolation at α-C(sp3)-H of Ethers with Disulfides Using Acridine Red as Photocatalyst
Zhu, Xianjin,Xie, Xiaoyu,Li, Pinhua,Guo, Jianqi,Wang, Lei
supporting information, p. 1546 - 1549 (2016/05/02)
A simple and efficient method for the preparation of α-arylthioethers through a visible-light-induced direct thiolation at α-C(sp3)-H of ethers with diaryl disulfides was developed using acridine red as a novel photocatalyst. The reactions occurred at ambient conditions and generated the corresponding products in good to excellent yields, ignoring steric effect of disulfides.
Regioselective hydrothiolation of alkenes bearing heteroatoms with thiols catalyzed by palladium diacetate
Tamai, Taichi,Ogawa, Akiya
, p. 5028 - 5035 (2014/06/23)
In sharp contrast to many examples of transition-metal-catalyzed hydrothiolation of alkynes, the corresponding catalytic addition of thiols to alkenes has remained undeveloped. However, a novel Pd-catalyzed addition of thiols to alkenes bearing a heteroatom, such as oxygen and nitrogen, is found to proceed under mild conditions to give the corresponding Markovnikov adducts, regioselectively, in good yields.
Solvent-free anti-markovnikov addition of thiols to alkenes using anhydrous cerium(III) chloride as catalyst
Silveira, Claudio C.,Mendes, Samuel R.,Líbero, Francieli M.
experimental part, p. 790 - 792 (2010/06/13)
The anti-Markovnikov addition of thiols to alkenes using CeCl3 as catalyst is described. The products were obtained in good to excellent yields. The reaction occurred under solvent-free conditions at room temperature.
Ionic liquid promoted regio- And stereoselective addition of thiols to alkynes and alkenes under organic solvent free condition - A green reaction
Ranu, Brindaban C.,Chattopadhyay, Kalicharan,Ghosh, Sudip,Jana, Ranjan
experimental part, p. 1199 - 1204 (2009/12/31)
A simple ionic liquid, l-methyl-3-pentylimidazolium fluoroborate, [pmIm]BF4, promotes anti-Markovnikov addition of thiols to alkynes providing (Z)- and (E)-vinyl sulfides stereoselectively. The addition of thiols to alkenes in presence of another ionic liquid, [pmim]Br proceeds through anti-Markovnikov manner, whereas the addition to vinyl ethers and acetates occurs at more electrophilic C-2 position adjacent to oxygen. The products are obtained in high yields.
Water-promoted highly selective anti-Markovnikov addition of thiols to unactivated alkenes
Ranu, Brindaban C.,Mandal, Tanmay
, p. 925 - 928 (2008/02/02)
The highly selective anti-Markovnikov addition of thiols to unactivated alkenes is demonstrated in water at room temperature without any additive. This is a very simple and efficient method for the synthesis of linear thioethers. Georg Thieme Verlag Stuttgart.
Indium(I) iodide promoted cleavage of dialkyl/diaryl disulfides and subsequent anti-Markovnikov addition to styrenes: a new route to linear thioethers
Ranu, Brindaban C.,Mandal, Tanmay
, p. 6911 - 6914 (2007/10/03)
The reaction of thiolate anions, generated in situ by indium(I) iodide promoted cleavage of dialkyl/diaryl disulfides, with styrenes has been investigated. Thiolate anions add to a variety of styrenes in an anti-Markovnikov manner producing linear thioethers in high yields. This method provides a new route to the synthesis of thioethers.
Microwave accelerated tetrahydropyranylation and detetrahydropyranylation of alcohols, phenols, and thiols catalyzed by hydrated zirconia
Gajare, Anil S.,Sabde, Dhananjay P.,Shingare, Murlidhar S.,Wakharkar, Radhika D.
, p. 1549 - 1555 (2007/10/03)
A solvent free and expeditious method for tetrahydropyranylation and detetrahydropyranylation of alcohols, phenols and thiols is described using hydrated zirconia and 3,4-dihydro-2H-pyran (DHP). A comparison of this microwave-accelerated reaction with conventional heating condition is also presented.
Lithium bromide, a novel and highly effective catalyst for monothioacetalization of acetals under mild reaction conditions
Ono,Negoro,Sato
, p. 1581 - 1583 (2007/10/03)
Lithium bromide is efficient as a catalyst for the monothioacetalization of acetals under mild reaction conditions to provide products in excellent yields with high chemoselectivity.
Facile synthesis and desulfurization of 5-(phenylthio)pyrano[3,2- c][1]benzopyrans starting from 5-phenylthio-4-penten-1-ols and salicylaldehyde via in situ intramolecular cycloaddition of substituted o- quinonemethides
Miyazaki, Hidekazu,Honda, Yoshinari,Honda, Kiyoshi,Inoue, Seiichi
, p. 2643 - 2647 (2007/10/03)
5-(Phenylthio)pyrano[3,2-c][1]benzopyrans (6) were successfully synthesized in high yield by the reaction of 5-phenylthio-4-penten-1-ol (5) and salicylaldehyde (1) in benzene in the presence of p-toluenesulfonic acid and trimethyl orthoformate, trans,trans-Isomer 6a and cis,cis-isomer 6d were produced as major products from (E)5 and (Z)-5, respectively. Treatment of 6a with lithium 4,4'-di-tert-butylbiphenyl or Raney Ni (W-4) lead to trans- pyrano[3,2-c][1]benzopyran 4b which is very difficult to make by direct cycloaddition using unsubstituted 4-penten-1-ol (2b). (C) 2000 Elsevier Science Ltd.
Polymer-supported dicyanoketene acetal as a π-acid catalyst: Monothioacetalization and carbon-carbon bond formation of acetals
Tanaka, Nobuyuki,Miura, Tsuyoshi,Masaki, Yukio
, p. 1010 - 1016 (2007/10/03)
Polymeric dicyanoketene acetals (DCKA) were synthesized by copolymerization of styrene and divinylbenzene or ethylene glycol dimethacrylate. These novel polymers could be used successfully as recyclable π-acid catalysts in monothioaCetalization or carbon-carbon bond forming reaction of acetals.
