23384-64-7Relevant academic research and scientific papers
Zinc oxide catalyzed solvent-free mechanochemical route for C-S bond construction: A sustainable process
Md. Khaja Mohinuddin,Gangi Reddy
, p. 1207 - 1214 (2017/12/07)
A zinc oxide catalyzed solvent-free mechanochemical process has been developed for the rapid construction of C-S bonds by using a nucleophilic substitution reaction (SN2 mechanism) that involves a variety of thiols and phenacyl/ benzyl/alkyl bromides. Notable advantages of this method in-clude its broad substrate scope, clean reaction profile, safety, scalability, high product yields at ambient conditions, and the recyclability of the catalyst. Furthermore, the prepared compounds are valuable building blocks for the synthesis of various biologically active molecules.
KI/K 2 S 2 O 8 -Mediated α-C-H Sulfenylation of Carbonyl Compounds with (Hetero)Aryl Thiols
Yang, Zan,Li, Jiao,Hua, Jie,Yang, Tao,Yi, Jianmin,Zhou, Congshan
supporting information, p. 2325 - 2329 (2017/10/06)
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
Preparation method of alpha-heterocycle sulfide ketone compound
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Paragraph 0021; 0022, (2017/08/30)
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.
Synthesis of α-sulfenyl monoketones: Via a metal-free oxidative cross dehydrogenative coupling (CDC) reaction
Varun, Begur Vasanthkumar,Gadde, Karthik,Prabhu, Kandikere Ramaiah
supporting information, p. 7665 - 7670 (2016/08/24)
α-Sulfenyl ketones are potential precursors which find a variety of applications in organic synthesis. Their typical synthesis requires pre-functionalized starting materials and two to three step synthetic sequences. In addition, the selective pre-functionalization of unsymmetrical ketones is a challenge, which limits the synthesis of the desired sulfenylated ketones. To overcome these disadvantages, a metal-free, convenient one-step strategy for synthesizing α-sulfenyl ketones at ambient temperature via a cross-dehydrogenative coupling (CDC) strategy has been developed with a broad substrate scope. Therefore, this CDC strategy for C-S bond formation is attractive and may find wide applications in organic synthesis.
Synthesis of difluorinated β-ketosulfones and novel gem-difluoromethylsulfone-containing heterocycles as fluorinated building blocks
Loghmani-Khouzani, Hossein,Hajiheidari, Dariush
experimental part, p. 561 - 569 (2010/05/18)
A series of new heterocyclic β-ketosulfides was prepared by the reaction of the corresponding heterocyclic thiols with α-bromoacetophenone and its derivatives. Oxidation of the products using m-CPBA gave the corresponding heterocyclic β-ketosulfones, whic
Transition-metal-free formal sonogashira coupling and α-carbonyl arylation reactions
Prueger, Birgit,Hofmeister, Gretchen E.,Jacobsen, Christian Borch,Alberg, David G.,Nielsen, Martin,Jorgensen, Karl Anker
supporting information; experimental part, p. 3783 - 3790 (2010/07/13)
Transition-metal-free formal Sonogashira coupling and α-carbonyl arylation reactions have been developed. These transformations are based on the nucleophilic aromatic substitution (SNAr) of β-carbonyl sulfones to electron-deficient aryl fluorides, producing a key intermediate that, depending on the reaction conditions, gives the aromatic alkynes or α-aryl carbonyl compounds. The development of these reactions is presented and, based on investigations under basic and acidic conditions, mechanisms have been proposed. To develop the formal disclosed that expands the reaction concept. The scope of these reactions is demonstrated for the synthesis of Sonogashira and α-carbonyl arylated products from a range of electron-deficient aryl fluorides with a variety of functional groups and aryl-, heteroaryl-, alkyl-, and alkoxy-substituted sulfone nucleophiles. These transition-metal-free reactions complement the metal-catalyzed versions in terms of substitution patterns, simplicity, and reaction conditions.
Carbanions Derived from 2-Alkylthiobenzothiazoles. A Novel α-Lithiomethyl Mercaptan Synthon for Mercaptomethylation.
Katritzky, Alan R.,Aurrecoechea, Jose M.,Vazques de Miguel, Luis M.
, p. 769 - 774 (2007/10/02)
2-Methylthiobenzothiazole readily gives a methyl group lithio derivative which reacts cleanly with electrophiles.The products are conveniently converted into the corresponding thiols by BuLi at -78 deg C, and this sequence thus provides a convenient two-step mercaptomethylation procedure for alkyl halides, aldehydes, and ketones.
