338774-86-0Relevant academic research and scientific papers
PQS-enabled visible-light iridium photoredox catalysis in water at room temperature
Bu, Mei-Jie,Cai, Chun,Gallou, Fabrice,Lipshutz, Bruce H.
supporting information, p. 1233 - 1237 (2018/03/26)
An amphoteric PQS-attached photocatalyst has been prepared that undergoes self-aggregation in water into nanomicelles. This covalently bound species enables Ir-based photoredox catalysis to be conducted in the absence of additives or co-solvents. Representative reactions are described using this new catalytic system, which require no additional investment of external energy in the form of heating or cooling. The entire aqueous reaction mixture readily undergoes in-flask recycling and thus, represents a sustainable precious metal technology.
Copper(i)-mediated synthesis of β-hydroxysulfones from styrenes and sulfonylhydrazides: An electrochemical mechanistic study
Terent'Ev, Alexander O.,Mulina, Olga M.,Pirgach, Dmitry A.,Demchuk, Dmitry V.,Syroeshkin, Mikhail A.,Nikishin, Gennady I.
, p. 93476 - 93485 (2016/10/17)
Copper(i) halides were used as mediators in the synthesis of β-hydroxysulfones via the oxysulfonylation of styrenes using sulfonylhydrazides. The feature of the developed process lies in the combination of a copper(i) salt with oxygen - the stoichiometric oxidant. Copper(ii) species are responsible for the oxidation of sulfonylhydrazides, they are generated in small amounts in the O2/Cu(i)/Cu(ii) redox system, which is formed during the reaction. The combination of these three components enables one to obtain in the case of α-methylstyrenes only β-hydroxysulfones and in the case of α-unsubstituted styrenes, β-hydroxysulfones as the main products and β-ketosulfones as the by-products. With good yields β-hydroxysulfones were prepared by reduction of the reaction mixture containing both products β-hydroxysulfones and β-ketosulfones with NaBH4. An electrochemical study revealed that the Cu(i)/Cu(II) pair can serve as an effective mediator of β-hydroxysulfones formation via redox processes.
Synthesis of β-Hydroxysulfones from Sulfonyl Chlorides and Alkenes Utilizing Visible Light Photocatalytic Sequences
Pagire, Santosh K.,Paria, Suva,Reiser, Oliver
supporting information, p. 2106 - 2109 (2016/06/01)
The synthesis of β-hydroxysulfones from sulfonyl chlorides and styrenes in the presence of water by a visible light mediated atom transfer radical addition (ATRA)-like process utilizing fac[Ir(ppy)3] as photoredox catalyst was developed in high
Aerobic oxysulfonylation of alkenes leading to secondary and tertiary β-hydroxysulfones
Lu, Qingquan,Zhang, Jian,Wei, Fuliang,Qi, Yue,Wang, Huamin,Liu, Zhiliang,Lei, Aiwen
supporting information, p. 7156 - 7159 (2013/07/26)
New channel! A novel and attractive dioxygen activation by sulfinic acids was explored that is capable of performing efficiently without the assistance of transition metals or radical initiators. This reaction furnishes secondary and tertiary β-hydroxysulfones under mild conditions; β-hydroperoxysulfone was isolated as an important intermediate. Copyright
Iron-catalyzed sulfonyl radical formations from sulfonylhydrazides and oxidative addition to alkenes
Taniguchi, Tsuyoshi,Idota, Atsushi,Ishibashi, Hiroyuki
experimental part, p. 3151 - 3153 (2011/05/12)
Generation of sulfonyl radicals from sulfonylhydrazides has been achieved in the presence of a non-toxic iron catalyst and oxygen. The intermolecular addition of resultant sulfonyl radicals to alkenes affords β-hydroxysulfone compounds.
