- Grignard-Reagent-Promoted Desulfonylation/Intramolecular Coupling for the Synthesis of 2-(1-Fluorovinyl)pyridines
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A novel process involving Grignard-reagent-promoted desulfonylation/intramolecular coupling of readily available α-fluoro-α,β-unsaturated-(2-pyridyl)sulfones was realized that provided a series of polysubstituted 2-(1-fluorovinyl)pyridines in good yields. The intrinsic coordination between pyridine and Mg(II) along with the "negative fluorine effect"of the substrates should play the key role for the smooth transformation in the absence of transition-metal catalysts.
- Jiang, Gaoxi,Kang, Lei,Qian, Jinlong,Yang, Huameng,Zhang, Jinlong
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supporting information
p. 9118 - 9122
(2020/12/02)
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- Preparation method of alpha-heterocycle sulfide ketone compound
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The invention provides a method for efficiently synthesizing different heterocycle sulfide ketone derivatives. According to the method, KI is adopted as a catalyst, potassium persulfate is adopted as an oxidizing agent, a carbonyl compound and benzoheterocycle mercaptan are taken as reaction substrates at room temperature, and DMSO is added into a reaction system as a solvent. The method provided by the invention has the advantages that the catalyst is cheap and available; reaction conditions are mild, and reaction can be carried out at room temperature, thereby being safe and reliable; and the highest yield of the obtained target product reaches 94%. The method provided by the invention overcomes the defects that a substrate of the traditional heterocycle thio etherification reaction is expensive, multi-step reaction is required to be carried out and reaction conditions are harsh, and the method provided by the invention has a good industrial application prospect.
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Paragraph 0038; 0039
(2017/08/30)
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- KI/K 2 S 2 O 8 -Mediated α-C-H Sulfenylation of Carbonyl Compounds with (Hetero)Aryl Thiols
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A new and facile KI/K 2 S 2 O 8 -mediated α-C-H sulfenylation of carbonyl compounds with (hetero)aryl thiols was developed for the formation of C-S bond at room temperature. This method provided a simple process for the sy
- Yang, Zan,Li, Jiao,Hua, Jie,Yang, Tao,Yi, Jianmin,Zhou, Congshan
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supporting information
p. 2325 - 2329
(2017/10/06)
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- Iodine Promoted Regioselective α-Sulfenylation of Carbonyl Compounds using Dimethyl Sulfoxide as an Oxidant
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A metal-free regioselective sulfenylation of the α-CH3 group of ketones has been achieved in the presence of the α-CH2 or α-CH group using the cross dehydrogenative (CDC) strategy. Aldehydes also exhibit good selectivity forming the corresponding α-sulfenylated products. This efficient sulfenylation of ketones or aldehydes with thiones or heterocyclic thiols utilizes dimethyl sulfoxide (DMSO) as an oxidant in the presence of iodine. This eco-friendly method uses readily available and inexpensive I2 and DMSO. The application of this methodology has been demonstrated by synthesizing precursors for Julia- Kocienski olefination intermediates.
- Siddaraju, Yogesh,Prabhu, Kandikere Ramaiah
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supporting information
p. 6090 - 6093
(2016/12/09)
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- Screening of ligands for the Ullmann synthesis of electron-rich diaryl ethers
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In the search for new ligands for the Ullmann diaryl ether synthesis, permitting the coupling of electron-rich aryl bromides at relatively low temperatures, 56 structurally diverse multidentate ligands were screened in a model system that uses copper iodide in acetonitrile with potassium phosphate as the base. The ligands differed largely in their performance, but no privileged structural class could be identified.
- Otto, Nicola,Opatz, Till
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supporting information; experimental part
p. 1105 - 1111
(2012/09/07)
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- Synthesis of chalcones and flavanones using Julia-Kocienski olefination
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A new application of Julia-Kocienski olefination for the synthesis of chalcones and flavanones has been described. 2-(Benzo[d]thiazol-2-ylsulfonyl)-1- phenylethanones have been developed as new reagents for direct Julia-Kocienski olefination with aldehydes in the presence of a base, afforded chalcones in good to excellent yields. Whereas, 2-(benzo[d]thiazol-2-ylsulfonyl)-1-(2- hydroxyphenyl)ethanone reacted with the aromatic aldehydes to furnish flavanones in good yields via one-pot intra-molecular cyclization.
- Kumar, Atul,Sharma, Siddharth,Tripathi, Vishwa Deepak,Srivastava, Suman
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scheme or table
p. 9445 - 9449
(2011/01/12)
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- Novel N,S-phenacyl protecting group and its application for peptide synthesis
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The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe. Georg Thieme Verlag Stuttgart.
- Tang, Guo,Ji, Tao,Hu, An-Fu,Zhao, Yu-Fen
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experimental part
p. 1907 - 1909
(2009/04/11)
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- Synthesis and structural characterization of gold(i) and silver(I) complexes of the multidonor ligand 2-(phenacylthio)pyridine - Crystal structures of [(AuPPh3){py{SCH2C(O)Ph}-2}](ClO4) and [(AgPPh3)(OClO3<
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The ligand properties of 2-(phenacylthio)pyridine towards gold(I) and silver(I) have been investigated. From the reactions of the ligand with acetone solutions of [M(PPh3)(acetone)]ClO4 (M = Ag, Au) under various experimental conditi
- Vicente, Jose,Chicote, Maria-Teresa,Huertas, Sonia,Ramirez De Arellano, M. Carmen,Jones, Peter G.
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p. 511 - 516
(2007/10/03)
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