60615-96-5Relevant academic research and scientific papers
The efficient conversion of H2S into mercaptan alcohols mediated in protic ionic liquids under mild conditions
Hu, Xingbang,Shi, Mingzhen,Tu, Zhuoheng,Wu, Youting,Xiong, Wenjie,Zhang, Xiaomin
supporting information, p. 7969 - 7975 (2021/11/01)
The resource utilization of hydrogen sulfide (H2S) is an important and promising topic in energy chemical engineering. Previous products developed in our group through H2S conversion are sulfur or mercaptan acids. An alternative way to convert H2S is still desirable. Herein, we have developed a green and mild method to convert H2S into mercaptan alcohols by the addition reaction with epoxide mediated in tertiary amine-functionalized protic ionic liquids (PILs). Reaction kinetics, substrate scope, and regeneration experiments have all been explored. Almost quantitative conversion of substrates was realized with a catalytic loading of PILs at 30 °C. Water extraction was used to recycle the catalysts from the reaction system. It is believed that the excellent results, together with its operational simplicity and the ability to successively reuse the catalyst, make this new methodology environmentally benign and cost-effective. The generality of the H2S resource methodology gives it potential for application on an industrial scale.
Iron-Catalyzed Synthesis of Sulfur-Containing Heterocycles
Bosset, Cyril,Lefebvre, Gauthier,Angibaud, Patrick,Stansfield, Ian,Meerpoel, Lieven,Berthelot, Didier,Guérinot, Amandine,Cossy, Janine
, p. 4020 - 4036 (2017/04/27)
An iron-catalyzed synthesis of sulfur- and sulfone-containing heterocycles is reported. The method is based on the cyclization of readily available substrates and proceeded with high efficiency and diastereoselectivity. A variety of sulfur-containing heterocycles bearing moieties suitable for subsequent functionalization are prepared. Illustrative examples of such postcyclization modifications are also presented.
Selective arylthiolane deprotection by singlet oxygen: A promising tool for sensors and prodrugs
Lamb, Brian M.,Barbas, Carlos F.
supporting information, p. 3196 - 3199 (2015/05/27)
A routine thioketal protecting group reacts rapidly and selectively with singlet oxygen to reveal ketone products in good (aryl 1,3-dithiolane) to excellent (aryl 1,3-oxathiolane) yields. Arylthiolanes are stable to biologically relevant reactive oxygen species and can be used as a light-activated gating mechanism for activating fluorescent sensors or small molecule prodrugs.
Regio- and enantioselective ring-opening of epoxides with HMDST: A straightforward access to 1,2-mercaptoalcohols
Degl'Innocenti, Alessandro,Capperucci, Antonella,Cerreti, Arianna,Pollicino, Salvatore,Scapecchi, Serena,Malesci, Irene,Castagnoli, Giulio
, p. 3063 - 3066 (2007/10/03)
TBAF-catalyzed reaction of a range of substituted epoxides with hexamethyldisilathiane smoothly affords a direct and simple access to β-mercaptoalcohols in a highly regio- and stereo-selective way. Georg Thieme Verlag Stuttgart.
Triphenylsilanethiol: A solid H2S equivalent in the ring opening of epoxides
Brittain, John,Gareau, Yves
, p. 3363 - 3366 (2007/10/02)
Triphenylsilanethiol, a white crystalline solid, can be used in the opening of epoxides to form β-hydroxymercaptans or β-dihydroxysulfides.
Synthesis and Insecticidal Activity of Oxazaphospholidines, Oxathiaphospholanes, and Thiazaphospholidines
Wu, Shao-Yong,Hirashima, Akinori,Takeya, Ryuko,Eto, Morifusa
, p. 2911 - 2918 (2007/10/02)
Fifty-five new five-membered cyclic organophosphorus compounds including oazaphospholidines, thiazaphospholidines, and oxathiaphospholanes were synthesized, which have substituents at 4- or/and 5-positions besides at the 2-position.The thiazaphospholidines showed the highest insecticidal activity followed by oxathiaphospholanes and oxazaphospholidines.The position preference of substituents in insecticidal activity was most obvious in the oxazaphospholidines.It was preferable for insecticidal activity to have the substituent near the more basic atom: the 4-position for thiazaphospholidine and oxazaphospholidine, the 5-position for oxathiaphospholane, with the exception of 4- or 5-phenyl oxazaphospholidine.
THE CHEMISTRY OF α,ω-MERCAPTOALCOHOLS IN THE PRESENCE OF DIETHOXYTRIPHENYLPHOSPHORANE. TEMEPERATURE DEPENDENCE OF CYCLODEHYDRATIONS AND S-ETHYLATIONS
Robinson, Philip L.,Kelly, Jeffery W.,Slayton, A. Evans
, p. 59 - 70 (2007/10/02)
Diethoxytriphenylphosphorane (DTPP) is easily prepared by oxidative addition of triphenylphosphine with diethyl peroxide.DTPP converts a variety of mercaptoalcohols to cyclic sulfides as well as hydroxythioethers.The temperature dependence (+25 --> -25 deg C) of the product distribution has synthetic petential.
