23384-36-3

Upstream product

• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 149-30-4 2-Mercaptobenzothiazole 
• 149-30-4 2-thioxo-3H-1,3-benzothiazole 
• 93-55-0 1-phenyl-propan-1-one 
• 120-78-5 di(benzothiazol-2-yl)disulfide 

Downstream Products

• 637-50-3 1-phenylpropene 

Relevant academic research and scientific papers

A practical route for the highly stereoselective synthesis of tetrasubstituted fluoroalkenes

A series of tetrasubstituted fluoroalkene derivatives were synthesized by the reaction of α-fluoro-β-carbonyl benzothiazol-2-yl sulfones with various nucleophiles in good yields with high stereoselectivities. The predominant cis configuration of fluorine and alkynyl groups was observed. A single isomer was obtained when a ketone, acetate or amide was used as the substrate in the presence of a base.

Redox Active Sodium Iodide/Recyclable Heterogeneous Solid Acid: An Efficient Dual Catalytic System for Electrochemically Oxidative α-C?H Thiocyanation and Sulfenylation of Ketones

An efficient electrochemically oxidative α-C?H thiocyanation and sulfenylation of ketones has been developed in a simple undivided cell under constant current condition.?The electrochemistry performs using NaI as the redox catalyst and heterogeneous solid salt Amberlyst-15(H) (A-15(H)) as proton catalyst?without the addition of external conductive salts. The protocol proved to be practical since the solid salt could be reused in up to five consecutive gram-scale runs without significant decrease in efficiency. Control experiments and cyclic voltammetry analysis disclose that the reaction proceeds likely via a cascade α-halogenation and subsequent thiocyanation or sulfenylation. (Figure presented.).

Zinc oxide catalyzed solvent-free mechanochemical route for C-S bond construction: A sustainable process

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.

Esterase-sensitive sulfur dioxide prodrugs inspired by modified Julia olefination

Sulfur dioxide (SO2) is an endogenously produced gaseous molecule, and is emerging as a potential gasotransmitter. Herein, we describe the first series of esterase-sensitive prodrugs inspired by modified Julia olefination as SO2 donors.

KI/K 2 S 2 O 8 -Mediated α-C-H Sulfenylation of Carbonyl Compounds with (Hetero)Aryl Thiols

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

Synthesis of α-sulfenyl monoketones: Via a metal-free oxidative cross dehydrogenative coupling (CDC) reaction

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.

Iodine Promoted Regioselective α-Sulfenylation of Carbonyl Compounds using Dimethyl Sulfoxide as an Oxidant

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.