3462-50-8Relevant academic research and scientific papers
λ3-Iodanes as Visible Light Photocatalyst in Thioacetalization of Aldehydes
Choudhuri, Khokan,Pramanik, Milan,Mal, Prasenjit
supporting information, p. 4822 - 4826 (2019/07/31)
Introduction of an iodine(III) reagent as visible-light photocatalyst for chemoselective dithioacetalization has been the limelight of the current methodology. The mechanistic investigations reveal that the reactions proceeded via radical pathway upon lig
Regioselective Synthesis of Selenide Ethers through a Decarboxylative Coupling Reaction
Cui, Fei-Hu,Chen, Jing,Su, Shi-Xia,Xu, Yan-Li,Wang, Heng-Shan,Pan, Ying-Ming
, p. 3950 - 3961 (2017/11/20)
An efficient and selective approach to the synthesis of selenide ethers containing one or two geminal C–Se bonds from readily available diselenides and phenylacetic acids was developed. Compounds containing one C–Se bond were prepared by employing air as the oxidant under metal-free conditions, whereas compounds having two geminal C–Se bonds were formed via the iron(III) chloride/oxygen/cesium carbonate (FeCl3/O2/Cs2CO3) system. Moreover, 1,2-diphenyldisulfane also could be smoothly converted into the corresponding sulfur ether product under the standard reaction conditions. (Figure presented.).
Highly regioselective double hydrothiolation of terminal acetylenes with thiols catalyzed by palladium diacetate
Mitamura, Takenori,Daitou, Masayuki,Nomoto, Akihiro,Ogawa, Akiya
, p. 413 - 415 (2011/05/16)
Treatment of terminal acetylenes 1 with two equivalents of thiols 2 in the presence of Pd(OAc)2 catalyst and H2O causes regioselective double hydrothiolation of 1, leading to the corresponding dithioketals 3 in moderate to good yields.
Chemoselective (trans)thioacetalization of carbonyl compounds with a reusable lewis acid-surfactant-combined copper bis(dodecyl sulfate) catalyst in water
Weng, Shiue-Shien,Chang, Shen-Chun,Chang, Tsuan-Hao,Chyn, Jong-Pyng,Lee, Shu-Wei,Lin, Chao-An,Chen, Fong-Kuang
experimental part, p. 1493 - 1499 (2010/10/03)
A Lewis acid-surfactant-combined copper bis(dodecyl sulfate) [Cu(DS) 2] catalyst served as an efficient and reusable catalyst for the thioacetalization and transthioacetalization of carbonyl compounds and O,O-acetals in water at room temperature. Some of the major advantages of this procedure are high chemoselectivity, ease of operation and purification without any organic solvent, and high yields. Georg Thieme Verlag Stuttgart.
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.
Catalytic carbon-sulfur bond formation by amphoteric vanadyl triflate: exploring with thia-Michael addition, thioacetalization, and transthioacetalization reactions
Chen, Chien-Tien,Lin, Yow-Dzer,Liu, Cheng-Yuan
supporting information; experimental part, p. 10470 - 10476 (2010/02/28)
A series of thiols have been examined as protic nucleophiles for Michael-type additions to α,β-unsaturated carbonyls as well as double nucleophilic condensations with aldehydes, ketones, and acetals catalyzed by amphoteric, water-tolerant vanadyl triflate under mild and neutral conditions. The newly developed C-S bond formation protocols were carried out smoothly in good to high yields in a highly chemoselective manner.
Chemoselective Protection of Aldehydes as Dithioacetals in Lithium Perchlorate-Diethyl Ether Medium. Evidence for the Formation of Oxocarbenium Ion Intermediate from Acetals
Saraswathy, V. Geetha,Sankararaman, S.
, p. 4665 - 4670 (2007/10/02)
Aldehydes and acetals were very efficiently converted to acyclic and cyclic dithioacetals in 5 M lithium perchlorate/diethyl ether (LPDE) medium at ambient temperature in high yields.Spectroscopic and other experimental evidences strongly suggest the formation of oxocarbenium ion intermediates from acetals in 5 M LPDE which subsequently reacted with thiols to give the dithioacetals.Under the same conditions ketones and their acetals also reacted, albeit very slowly compared to aldehydes and acetals, to yield dithioacetals.The difference in their reactivity was successfully employed in the chemoselective dithioacetalization of aldehydes and acetals in the presence of ketones and their acetals.The chemoselective dithioacetalization of keto aldehydes has been realized with the keto group remaining intact.The present method offers a convenient, efficient, and neutral medium for the deprotection of acetals to aldehydes and also the chemoselective protection of aldehydes to dithioacetals.
Lewis Acid-catalysed Nucleophilic Displacement of the Nitro Group from Nitroalkanes
Ono, Noboru,Yanai, Tetsuya,Kaji, Aritsune
, p. 1040 - 1041 (2007/10/02)
Reaction of trimethylsilyl phenyl sulphide with tertiary and benzyl nitro compounds in the presence of SnCl4 gives the corresponding sulphides.
