777094-91-4Relevant academic research and scientific papers
Preparation of S-2-halophenyl-2,1-benzothiazines
Garimalla, Aswin,Harmata, Michael
, (2021/03/15)
Derivatives of 2,1-benzothiazines are useful synthetic intermediates for a variety of applications. We became interested in developing a one-pot procedure to S-2-halophenyl-2,1-benzothiazines as potential precursors to P,N type ligands for metals. Accordingly, we reacted S-2-halophenyl-S-methylsulfoximines with 2-bromobenzaldehydes using the Buchwald-Hartwig reaction under conditions previously developed in our laboratory. We found that 2-halophenylmethyl sulfoximines show lower reactivity in process than methylphenyl sulfoximine. Among the 2-(S)-2-halophenyl-(S)-methylsulfoximines tested, S-2-fluorophenyl-S-methyl sulfoximine afforded higher yields of benzothiazines than the bromine- or chlorine-substituted congeners. In the coupling of S-2-halophenyl-S-methylsulfoximines to 2-bromobenzaldehyde, using Ruphos as a ligand gave the best yields.
Chiral: N, N ′-dioxide-iron(iii)-catalyzed asymmetric sulfoxidation with hydrogen peroxide
Dong, Shunxi,Feng, Lili,Feng, Xiaoming,Liu, Xiaohua,Wang, Fang
supporting information, p. 3233 - 3236 (2020/03/23)
A highly enantioselective sulfoxidation of various sulfides has been achieved by a N,N′-dioxide-iron(iii) complex with 35% aq. H2O2 as the oxidant. The utility of the current method was demonstrated by asymmetric gram-scale synthesis of drug molecule (R)-modafinil. Moreover, a possible working mode was provided to elucidate the chiral induction.
Selective aerobic oxidation of sulfides to sulfoxides in water under blue light irradiation over Bi4O5Br2
Deng, Yu,Huang, Jindi,Jin, Xiaoli,Su, Fengyun,Wang, Li,Wong, Po Keung,Xie, Haiquan,Yang, Chunxia,Ye, Liqun,Zhao, Wei
, p. 4884 - 4889 (2020/08/25)
The effective and highly selective aerobic oxidation of sulfides to sulfoxides under green and mild conditions is still an important but challenging process. Here we present a photocatalytic system for sulfide oxidation to sulfoxides with high yields unde
Switchable Synthesis of Aryl Sulfones and Sulfoxides through Solvent-Promoted Oxidation of Sulfides with O2/Air
Cheng, Zhen,Sun, Pengchao,Tang, Ailing,Jin, Weiwei,Liu, Chenjiang
supporting information, p. 8925 - 8929 (2019/11/14)
A practical and switchable method for the synthesis of aryl sulfones and sulfoxides via sulfide oxidation was developed. The chemoselectivities of products were simply controlled by reaction temperature using O2/air as the terminal oxidant and oxygen source. The broad substrate scope, easy realization of gram-scale production, and the simplification of a sulfide oxidation system render the strategy attractive and valuable.
A highly efficient reusable homogeneous copper catalyst for the selective aerobic oxygenation sulfides to sulfoxides
Ren, Cheng,Fang, Runxing,Yu, Xiaochun,Wang, Shun
supporting information, p. 982 - 986 (2018/02/13)
Readily available copper showed efficient activity and great selectivity for the homogeneous catalysis of oxidation of sulfides to sulfoxides using molecular oxygen as the oxidant. The reaction proceeds under mild conditions in the presence of a catalytic amount of TEMPO. Importantly, the catalysts could be conveniently recovered and reused. And this methodology was proved to be applicable for the transformation of various aromatic and aliphatic sulfides into the corresponding sulfoxides with high conversion and high selectivity.
PHENYL AMINO PIPERIDINE mTORC INHIBITORS AND USES THEREOF
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Paragraph 0375-0376, (2018/05/24)
The present invention provides compounds, compositions thereof, and methods of using the same.
PHENYL mTORC INHIBITORS AND USES THEREOF
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Paragraph 00291, (2018/05/27)
The present invention provides compounds, compositions thereof, and methods of using the same.
Electrochemical synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide
Du, Ke-Si,Huang, Jing-Mei
supporting information, p. 1405 - 1411 (2018/03/27)
A new route for a one-pot synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide using an electrochemical technique was developed. This protocol proceeded smoothly by employing electrons and hydrogen peroxide as clean oxidants, and a wide range of aromatic and aliphatic sulfoxides were synthesized in moderate to good yields.
Access to N-cyanosulfoximines by transition metal-free iminations of sulfoxides
Dannenberg,Fritze,Krauskopf,Bolm
supporting information, p. 1086 - 1090 (2017/02/10)
A transition metal-free synthesis of N-cyanosulfoximines from sulfoxides using N-chlorosuccinimide (NCS) as oxidising agent and cyanamide as nucleophilic amine source is reported. The products are obtained in moderate to excellent yields. The protocol enables an easy access to N-cyanosulfoximines from readily available starting materials under inversion of configuration at a preexisting stereogenic center.
Method for preparing chiral sulfoxide through catalysis of asymmetric oxidation of thioether
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Paragraph 0058; 0059; 0060; 0061; 0062, (2016/10/10)
The invention provides a method for preparing chiral sulfoxide. According to the method, in a mixed solvent, thioether is used as a substrate, a complex produced by chiral tetradentate organic ligand and a metal manganese compound in situ is used as a cat
