Visible-Light-Induced Hydroxysulfurization and Alkoxysulfurization of Styrenes in the Absence of Photocatalyst: Synthesis of β-Hydroxysulfides and β-Alkoxysulfides
We developed hydroxysulfurization and alkoxysulfurization of styrenes using a visible-light synthetic strategy in the absence of photocatalyst and oxidant. This strategy provided the corresponding β-hydroxysulfides and β-alkoxysulfides in moderate to good yields with high regioselectivity. The reaction was tolerated by a wide range of functional groups. This is the first example of ArSSAr/CBr4 system has been introduced into organic transformation. (Figure presented.).
Ruan, Hongjie,Meng, Ling-Guo,Zhu, Lingqiong,Wang, Lei
Light-Promoted and Tertiary-Amine-Assisted Hydroxysulfenylation of Alkenes: Selective and Direct One-Pot Synthesis of β-Hydroxysulfides
A light-promoted and tertiary-amine-assisted strategy for efficient hydroxysulfenylation of both electron-rich and electron-deficient alkenes with thiophenols to selectively and directly access β-hydroxysulfides in one pot is described herein. In contrast to the previously reported thiol-oxygen co-oxidation reactions, this simple and sustainable approach features mild reaction conditions, high efficiency, and excellent functional group tolerance.
Air oxidative radical hydroxysulfurization of styrenes leading to β-hydroxysulfides
Air oxidative radical hydroxysulfurization of styrenes initiated by 0.5 mol % of tert-butyl hydroperoxide with arylthiols is described, and a new type of difunctionalization of alkenes was achieved.
Aerobic oxysulfonylation of alkenes using thiophenols: An efficient one-pot route to β-ketosulfones
We have developed a highly efficient synthetic route to β-ketosulfones via AgNO3 catalyzed oxysulfonylation of alkenes using thiophenols in the presence of air (O2) and K2S2O8 as eco-friendly oxidants. Thiophenols have been used as sulfonylation precursors for the first time in a dioxygen activation based radical process. Moreover, the protocol also offers a new and convenient method for the synthesis of β-hydroxysulfides at room temperature without the use of any initiator. This journal is
Singh, Atul K.,Chawla, Ruchi,Keshari, Twinkle,Yadav, Vinod K.,Yadav, Lal Dhar S.
supporting information
p. 8550 - 8554
(2014/12/10)
Tandem base-free synthesis of β-hydroxy sulphides under ultrasound irradiation
Rongalite promotes cleavage of diaryl disulphides generating the corresponding thiolate species in situ which then undergo facile ring-opening of epoxides in a regioselective manner under ultrasound irradiation, affording β-hydroxy sulphides in good to ex
Rongalite promoted highly regioselective synthesis of β-hydroxy sulfides by ring opening of epoxides with disulfides
Rongalite promotes cleavage of disulfides generating thiolate anions that then undergo facile ring opening of epoxides in the presence of K2CO3 to afford α-addition products 3 with good to excellent yields. The important f