37457-03-7Relevant academic research and scientific papers
Site-Selective Synthesis of Aryl Sulfides via Oxidative Aromatization of Cyclohexanones with Thiophenols
Xiao, Fuhong,Tang, Minli,Huang, Huawen,Deng, Guo-Jun
, p. 512 - 523 (2021/12/27)
We have introduced a metal-free facile access for the thiolation/aromatization of cyclohexanones with thiophenols to the corresponding aryl sulfides. The dehydroaromatic reaction of non-aromatic cyclohexanones proceeded smoothly using oxygen as a green oxidant.
Enantioselective Construction of Sulfur-Containing Tetrasubstituted Stereocenters via Asymmetric Functionalizations of α-Sulfanyl Cyclic Ketones
Ye, Xueqian,Pan, Yongkai,Chen, Yunrong,Yang, Xiaoyu
supporting information, p. 3374 - 3379 (2020/07/16)
Asymmetric functionalizations of α-sulfanyl cyclic ketones were realized via chiral phosphoric acid catalyzed enantioselective addition reactions with aldimines, azodicarboxylates and allenamides. A series of chiral organosulfur compounds possessing sulfur-containing tetrasubstituted stereocenters were accessed via these methods, with excellent regioselectivities and high stereoselectivities. (Figure presented.).
Synthesis of multisubstituted cycloalkenes through carbomagnesiation of strained cycloalkynes
Hosoya, Takamitsu,Karaki, Fumika,Minami, Yasunori,Nishiyama, Yoshitake,Sakata, Yuki,Tamura, Yuya,Yoshida, Suguru
supporting information, p. 7147 - 7150 (2020/07/21)
An efficient synthetic method of seven- and six-membered cycloalkenes through the generation of strained cycloalkynes and following carbomagnesiation is described. Further bond formations of the resulting cycloalkenylmagnesium intermediates with a wide variety of electrophiles enabled us to prepare diverse cycloalkene derivatives including benzoxepine analogs having a fully substituted alkene structure.
Generation of cycloheptynes and cyclooctynes via a sulfoxide-magnesium exchange reaction of readily synthesized 2-sulfinylcycloalkenyl triflates
Yoshida, Suguru,Karaki, Fumika,Uchida, Keisuke,Hosoya, Takamitsu
supporting information, p. 8745 - 8748 (2015/05/20)
Cycloheptynes and cyclooctynes were efficiently generated via a sulfoxide-magnesium exchange reaction of readily synthesized 2-sulfinylcycloalkenyl triflates. Cycloadditions between various ynophiles and the cycloalkynes generated by this method proceeded
Iodine-catalyzed efficient 2-arylsulfanylphenol formation from thiols and cyclohexanones
Liao, Yunfeng,Jiang, Pengcheng,Chen, Shanping,Qi, Hongrui,Deng, Guo-Jun
, p. 3302 - 3306 (2013/12/04)
A novel method for the formation of 2-arylsulfanylphenols from thiols and cyclohexanones is described. Iodine was used as an effective catalyst for this kind of transformation. Cyclohexanones were used as a phenol source via a dehydrogenation and tautomerization reaction.
Rhodium-catalyzed organothio exchange reaction of α-organothioketones with disulfides
Arisawa, Mieko,Toriyama, Fumihiko,Yamaguchi, Masahiko
experimental part, p. 1349 - 1352 (2010/12/24)
RhH(PPh3)4 and 1,2-bis(diphenylphosphino)ethane (dppe) catalyzed the organothio exchange reaction of α-organothioketones and organic disulfides. The reaction was affected by the structure of the substrate: α-phenylthio and α-alkylthio aryl ketones reacted effectively with diaryl and dialkyl disulfides; α-phenylthio dialkyl ketones reacted with diaryl disulfides but not with dialkyl disulfides; diaryl disulfides with electron-donating p-substituents were more reactive than those with electron-withdrawing p-substituents.
p-Tolylsulfinyl Amides: Reagents for Facile Electrophilic Functionalization of Olefins
Krasnova, Larissa B.,Yudin, Andrei K.
, p. 2584 - 2587 (2007/10/03)
A variety of olefins were found to react with sulfinyl amides in the presence of POCl3 to give β-chlorosulfides and β-hydroxysulfides in good yields. In the absence of nucleophiles, p-tolylsulfinyl amides were found to react with olefins with the formation of allylsulfoxides.
Free-radical cyclization of enantiomerically enriched 2-p-tolylthio derivatives of 2-allylcyclohexanones with Mn(III): Asymmetric synthesis of bridged bicyclic ketones and thiochroman-3-ones
Garcia Ruano,Rumbero
, p. 4427 - 4436 (2007/10/03)
Mn(III)-based oxidative intramolecular cyclization of enantiomerically enriched 2-allyl-2-(p-tolylsulfonyl)-cyclohexanone 4 and 2-allyl-2-(p- tolylsulfenyl)cyclohexanone 9 are reported. The observed chemoselectivity (reaction on the allylic double bond yielding bridged bicyclic ketones vs. reaction on the aromatic ring of the p-tolyl group affording thiochroman-3- ones) depends on the sulfur function (sulfone or thioether, respectively), which determines the electronic density of the p-tolyl ring and the conformational preferences of the starting compounds. The nature of the substituent at C-2 is related to the endo/exo selectivity of the cyclization as well as the regioselectivity in the formation of the enones. (C) 1999 Published by Elsevier Science Ltd.
Synthesis of Enantiomerically Enriched α-Sulfenylated Ketones and Aldehydes
Youn, Joo-Hack,Herrmann, Rudolf,Ugi, Ivar
, p. 159 - 161 (2007/10/02)
α-Sulfenylated carbonyl compounds are prepared by the reaction of imines of aldehydes and ketones containing α-hydrogens with disulfides via the metalloenamines.With (R)-α-phenylethylamine as chiral auxiliary, enantiomeric excess of 13-51percent are obser
