54905-12-3Relevant academic research and scientific papers
Hydroarylation of alkynes and alkenes through alumina-sulfuric acid catalyzed regioselective C–C bond formation
Pramanik, Amit,Ghatak, Avishek,Khan, Sagar,Bhar, Sanjay
supporting information, p. 1091 - 1095 (2019/03/26)
A highly atom-efficient synthetic protocol for hydroarylation of terminal-aryl alkynes and styrene through the regioselective C–C bond formation via the electrophilic addition of naphthols and substituted phenols has been developed using alumina-sulfuric acid as a heterogeneous supported solid acid catalyst. This methodology shows excellent regioselectivity and affords the desired product in good to excellent yield. The heterogeneous catalyst can also be recycled efficiently without much loss of activity.
Zn-catalyzed dihydrosulfenylation of alkynes using thiols
Taniguchi, Nobukazu,Kitayama, Kenji
, p. 739 - 741 (2019/04/30)
Zinc-catalyzed hydrosulfenylation of alkenes afforded regioselectively the corresponding sulfides in good yields. Furthermore, the method can promote dihydrosulfenylation of alkynes. The procedure could produce anti-Markovnikov type dithioacetals in excellent yields.
Zinc-Catalyzed Synthesis of Dithioacetals through Double Hydrosulfenylation of Alkynes by Thiols
Taniguchi, Nobukazu,Kitayama, Kenji
supporting information, p. 2712 - 2716 (2018/12/14)
Zinc-catalyzed hydrosulfenylation of alkenes can be performed in various solvents, and the corresponding products are obtained regioselectively. Dihydrosulfenylation of alkynes with thiols can also be achieved by using a zinc catalyst, and the reaction is preferentially promoted over monohydrosulfenylation. The reaction can also give dithioacetals regioselectively in excellent yields.
Calcium-catalyzed bis-hydrothiolation of unactivated alkynes providing dithioacetals
Hut'Ka, Martin,Tsubogo, Tetsu,Kobayashi, Shu
supporting information, p. 5626 - 5629 (2015/02/19)
Bis-hydrothiolation of alkynes providing anti-Markovnikov dithioacetals is reported. Lewis-acidic Ca(OSO2C4F9)2 (Ca(ONf)2) was synthesized for the first time and was shown to be an excellent catalyst
Reactions of Sulfoxides with Magnesium Amides. Transformations of Sulfoxides into Sulfides, Dithioacetals and Vinyl Sulfides
Kobayashi, Kazuhiro,Kawakita, Masataka,Yokota, Kouichi,Mannami, Tohru,Yamamoto, Koji,et al.
, p. 1401 - 1408 (2007/10/02)
The reactions of sulfoxides with magnesium amides generated in situ from the reaction of ethylmagnesium bromide and seconday amines, such as diisopropylamine (DIPA) or 2,2,6,6-tetramethylpiperidine (TMP) in diethyl ether, were examined.Diaryl sulfoxides were heated with the diisopropylaminomagnesium reagent in diethyl ether to give the corresponding diaryl sulfides in 42-52percent yields.Sulfoxides bearing hydrogens at the α-position only(RSOCH2R1) reacted with the tetramethylpiperidinomagnesium reagent at room temperature to produce the corresponding dithioacetals (RSCHR1SR) in 47-86percent yields.The treatment of sulfoxides bearing hydrogens both at the α-and β-positions (RSOCHR1CHR2R3) with the magnesium amides at room temperature afforded the corresponding vinyl sulfides (RSCR1=CR2R3) in 52-72percent yields accompanying 2.3-27percent yields of the corresponding dithioacetals.The pathways leading to the products involving the formation of the sulfur-stabilized carbonium ion intermediates are discussed.
SYNTHESEN VON ARYLTHIOETHERN DURCH RADIKALISCHE ADDITION VON ARYLMERCAPTANEN AN ARYLETHINVERBINDUNGEN
Nuyken, O.,Siebzehnruebl, F.
, p. 47 - 54 (2007/10/02)
This paper describes the radical addition of mercaptanes to arylethins, which leads to two different products.The monoaddition yields enolthioether, which show a special cis and trans isomer ratio.A second addition of a mercaptane molecule to the monoaddu
DIRECT CONVERSION OF CARBOXYLIC ACIDS AND CARBOXYLIC ESTERS INTO S,S'-DIPHENYL ACETALS AND PHENYL SULFIDES WITH THEXYLPHENYLTHIOBORANE
Kim, Sunggak,Kim, Sung Soo
, p. 1913 - 1916 (2007/10/02)
Reaction of carboxylic acids with thexylphenylthioborane in methylene chloride at room temperature gives S,S-diphenyl acetals in high yields and carboxylic esters are converted into phenyl sulfides in the presence of zinc iodide under similar conditions.
