23837-16-3Relevant academic research and scientific papers
Dithioacetalization or thioetherification of benzyl alcohols using 9-mesityl-10-methylacridinium perchlorate photocatalyst
Pramanik, Milan,Choudhuri, Khokan,Mathuri, Ashis,Mal, Prasenjit
supporting information, p. 10211 - 10214 (2020/09/21)
We report herein the use of 9-mesityl-10-methylacridinium perchlorate as the visible-light photocatalyst for dithioacetalization or thioetherification of benzyl alcohols in one pot using aerial dioxygen as a terminal oxidant. EPR analysis and Stern-Volmer
A Transition-Metal-Free and Base-Mediated Carbene Insertion into Sulfur-Sulfur and Selenium-Selenium Bonds: An Easy Access to Thio- and Selenoacetals
Arunprasath, Dhanarajan,Sekar, Govindasamy
, p. 698 - 708 (2017/02/23)
A transition-metal-free and base-mediated carbene insertion across sulfur-sulfur and selenium-selenium bonds has been developed by employing N-tosylhydrazone as a stable and safe carbene precursor. The ylide formation from carbene followed by Stevens rearrangement are considered to be the key steps. This thiol and selenol-free protocol delivers thioacetals and selenoacetals in good to excellent yields in short reaction time with good functional group tolerance. A one-pot synthesis involving in situ generation of tosylhydrazone has also been demonstrated. (Figure presented.).
Regioselective transition metal- and halogen-free direct dithiolation at C(sp3)-H of nitrotoluenes with diaryl disulfides
Kumar, Shailesh,Kadu, Rahul,Kumar, Sangit
supporting information, p. 9210 - 9214 (2016/10/13)
Here we describe a potassium tert-butoxide-mediated regioselective direct C-S bond formation at the C(sp3)-H position of nitrotoluenes with disulfides in DMSO at room temperature. The developed reaction generated, in good yields, various dithioacetals having OMe, halogen, and NH2 functionalities at various positions of the arene rings of the disulfides. Interestingly, in the absence of nitrotoluene, diaryl disulfides and diselenides underwent one-carbon homologation to form dithioacetals and diselenoacetals. Synthesized dithioacetals were transformed into 4-nitrobenzaldehyde and 7-(bis(phenylthio)methyl)-1H-indole.
Efficient and chemoselective acetalization and thioacetalization of carbonyls and subsequent deprotection using InF3 as a reusable catalyst
Madabhushi, Sridhar,Mallu, Kishore Kumar Reddy,Chinthala, Narsaiah,Beeram, China Ramanaiah,Vangipuram, Venkata Sairam
experimental part, p. 697 - 701 (2012/02/15)
An efficient and chemoselective method for preparation of acetals and dithioacetals of aldehydes and their deprotection under catalysis of InF 3 is described.
Thioacetalization of aldehydes and ketones in SDS micelles
Bahrami, Kiumars,Khodaei, Mohammad Mehdi,Tajik, Maryam,Soheilizad, Mehdi
experimental part, p. 397 - 403 (2012/06/18)
Aromatic aldehydes have been successfully converted into their corresponding dithioacetal, dithiolane and dithiane derivatives in excellent yields with thiol (benzyl thiol and thiophenol), 1,2-ethanedithiol and 1,3-propanedithiol using trichloroacetic acid in sodium dodecyl sulfate micelles. The same procedure is applicable to ketones, but they need more time to be converted into their thioacetals. Image Presented.
Green, catalyst-free thioacetalization of carbonyl compounds using glycerol as recyclable solvent
Perin, Gelson,Mello, Luzia G.,Radatz, Cátia S.,Savegnago, Lucielli,Alves, Diego,Jacob, Raquel G.,Lenard?o, Eder J.
experimental part, p. 4354 - 4356 (2010/09/12)
We describe herein the use of glycerol as an efficient and a recyclable solvent in the thioacetalization of aldehydes and ketones. The catalyst-free reactions proceed easily using glycerol at 90 °C and the corresponding thioacetals were obtained in good to excellent yields. Glycerol was recovered and utilized for further thioacetalization reactions.
Highly efficient transthioacetalization of O,O-acetals catalyzed by indium(III) chloride
Ranu, Brindaban C.,Das, Arijit,Samanta, Sampak
, p. 727 - 730 (2007/10/03)
A simple, efficient and general procedure has been developed for the transthioacetalization of O,O-acetals catalyzed by indium(III) chloride in 1,2-dichloroethane.
Catalysis by ionic liquids: Solvent-free efficient transthioacetalisation of acetals by molten tetrabutylammonium bromide
Ranu, Brindaban C.,Das, Arijit,Samanta, Sampak
, p. 1520 - 1522 (2007/10/03)
Transthioacetalisation of acetals to dithioacetals by a solvent-free reaction with a thiol or dithiol catalyzed by molten tetrabutylammonium bromide was presented. Acetals were prepared by standard methods and were purified by distillation or chromatography. Tetrabutylammonium bromide in molten state was demonstrated to be an efficient and recyclable catalyst. The methodology offered improvements over other procedures in relation to yield of products, selectivity for acetal of aldehyde over that of ketone, and mildness of reaction conditions.
Mass spectral studies on some nitrobenzylidene thioacetal derivatives
Gohar, Gamal A.,Mahmoud, Mohamed E.
, p. 59 - 65 (2007/10/03)
The electron impact mass spectral studies on some nitrobenzylidene thioacetal derivatives showed two different mechanisms of oxygen transfer from the nitro group to the sulfur containing fragments via intra-and inter-oxygen transfer. The two mechanisms ar
