87577-90-0Relevant academic research and scientific papers
Synthesis of N-Alkylpyridin-4-ones and Thiazolo[3,2- a]pyridin-5-ones through Pummerer-Type Reactions
Huang, Jingjia,Hu, Gang,An, Shaoyu,Chen, Dongding,Li, Minglei,Li, Pingfan
, p. 9758 - 9769 (2019/08/08)
N-Alkylated 4-pyridones were obtained through a one-pot procedure involving either normal or interrupted Pummerer reactions between triflic anhydride-activated sulfoxides and 4-fluoropyridine derivatives, followed by hydrolysis. On the other hand, triflic anhydride-activated benzyl 6-fluoro-2-pyridyl sulfoxide could react with alkenes or alkynes to afford thiazolo[3,2-a]pyridin-5-ones, via the pyridinium salt intermediates.
Nondirected Copper-Catalyzed Sulfoxidations of Benzylic C-H Bonds
Yu, Hao,Li, Zhen,Bolm, Carsten
supporting information, p. 2076 - 2079 (2018/04/16)
A copper-catalyzed sulfoxidation of benzylic C-H bonds by nondirected oxidative C(sp3)-H activation was developed. The process proceeds via sulfenate anions, which are generated by base-triggered elimination of β-sulfinyl esters and benzyl radicals. The functional group tolerance is high, and the product yields are good.
Highly Chemoselective and Enantioselective Catalytic Oxidation of Heteroaromatic Sulfides via High-Valent Manganese(IV)-Oxo Cation Radical Oxidizing Intermediates
Dai, Wen,Shang, Sensen,Lv, Ying,Li, Guosong,Li, Chunsen,Gao, Shuang
, p. 4890 - 4895 (2017/07/24)
A manganese complex with a porphyrin-like ligand that catalyzes the highly chemoselective and enantioselective oxidation of heteroaromatic sulfides, including imidazole, benzimidazole, indole, pyridine, pyrimidine, pyrazine, sym-triazine, thiophene, thiaz
Versatile C(sp2)?C(sp3) Ligand Couplings of Sulfoxides for the Enantioselective Synthesis of Diarylalkanes
Dean, William M.,?iau?iulis, Mindaugas,Storr, Thomas E.,Lewis, William,Stockman, Robert A.
supporting information, p. 10013 - 10016 (2016/08/16)
The reaction of chiral (hetero)aryl benzyl sulfoxides with Grignard reagents affords enantiomerically pure diarylalkanes in up to 98 % yield and greater than 99.5 % enantiomeric excess. This ligand coupling reaction is tolerant to multiple substitution patterns and provides access to diverse areas of chemical space in three operationally simple steps from commercially available reagents. This strategy provides orthogonal access to electron-deficient heteroaromatic compounds, which are traditionally synthesized by transition metal catalyzed cross-couplings, and circumvents common issues associated with proto-demetalation and β-hydride elimination.
The effect of nitrogen atoms in the enantioselective oxidation of aryl or heteroaryl benzyl sulfides
Capozzi, Maria Annunziata M.,Fracchiolla, Giuseppe,Cardellicchio, Cosimo
, p. 646 - 650 (2014/01/06)
Some aminophenyl benzyl sulfides or benzyl pyridyl sulfides were asymmetrically oxidized with tert-butyl hydroperoxide in the presence of a complex between titanium i-propoxide and (S, S)-hydrobenzoin, an oxidation system that works particularly well with
2-(trimethylsilyl)ethyl sulfoxides as a convenient source of sulfenate anions
Foucoin, Florian,Caupene, Caroline,Lohier, Jean-Francois,Santos, Jana Sopkova De Oliveira,Perrio, Stephane,Metzner, Patrick
, p. 1315 - 1324 (2008/02/13)
The present report describes the novel and smooth generation of sulfenate salts by fluoride-mediated cleavage of 2-(trimethylsilyl)ethyl sulfoxides. Efficiency of the process was elucidated through further reaction with alkyl halides to give stable sulfox
A novel method for the stereoselective synthesis of tetralins and indanes
Appelbe, Zelda,Casey, Mike,Keaveney, Claire M.,Kelly, Cornelius J.
, p. 1404 - 1408 (2007/10/03)
Heavily-substituted 1-aryltetralins and 1-arylindanes were prepared in a highly stereoselective manner using a two-step sequence. Addition of t-butyl benzyl sulfoxides to unsaturated carbonyl compounds gave conjugate adducts with high diastereoselectivity
1-Benzyl-1-aza-4-azoniabicyclooctane periodate as new oxidant for oxidation of thiols and sulfides to the corresponding disulfides and sulfoxides under anhydrous conditions
Hajipour, A. R.,Mahboubghah, N.
, p. 1041 - 1043 (2007/10/03)
1-Benzyl-1-aza-4-azoniabicyclooctane periodate (BAABCOP) 1, readily prepared as an orange solid from commercially available DABCO (1,4-diazobicyclooctane) performs oxidation in anhydrous conditions. Under these conditions, thiols are selectively oxidised to disulfides. Sulfides are also oxidised to the corresponding sulfoxides under these conditions.
Conversion of sulfides to their corresponding sulfoxides with barium permanganate Ba(MnO4)2 under non-aqueous condition
Firouzabadi,Seddighi
, p. 211 - 214 (2007/10/02)
Oxidation of sulfides to their sulfoxides is performed well with barium permanganate in refluxing acetonitrile.
Studies on the stereoselective methylation of α-sulfinyl carbanions generated from three isomeric pyridylmethyl π-tolyl sulfoxides and benzyl 2-pyridyl sulfoxide
Furukawa,Hosono,Fujihara,Ogawa
, p. 461 - 465 (2007/10/02)
A high stereoselectivity in the methylation of 2-pyridylmethyl p-totyl sulfoxide (2a) with lithium diisopropylamide and iodomethane was observed at low temperature. The chelation of Li+ by both the nitrogen atom in the pyridine ring and the sulfinyl oxygen atom in 2a promotes the stereoselectivity as compared with isomeric sulfoxides.
