1629-94-3

Upstream product

• 1629-25-0 N-(4-fluorophenyl)benzo-thioamide 
• 98-88-4 benzoyl chloride 
• 73011-24-2 6-fluoro-3H-1,2,3-benzodithiazole-2-oxide 
• 13294-75-2 N-(2-bromo-4-fluorophenyl)-benzamide 
• 366-75-6 N-(4-fluorophenyl)benzamide 
• 65-85-0 benzoic acid 
• 61272-76-2 4-fluoro-2-iodoaniline 
• 100-52-7 benzaldehyde 
• 15111-14-5 2-iodo-N-(phenylmethylene)-benzenamine 
• 98-91-9 thiobenzoic acid 
• 1451164-64-9 C₂₄H₁₈FINP 
• 1612227-87-8 N-(4-fluoro-2-iodophenyl)benzothioamide 
• 5350-41-4 trimethylbenzylammonium bromide 
• 945313-94-0 N-(4-fluoro-2-iodophenyl)benzamide 

Downstream Products

• 1379479-36-3 2-(4,4''-dimethyl-[1,1':3',1''-terphenyl]-2'-yl)-6-fluorobenzo[d]thiazole 

Relevant academic research and scientific papers

Efficient yellow electroluminescence of four iridium(iii) complexes with benzo[: D] thiazole derivatives as main ligands

Four bis-cyclometalated iridium(iii) complexes, (bt)2Ir(tpip), (fbt)2Ir(tpip), (cf3bt)2Ir(tpip) and (dfbt)2Ir(tpip) (bt = 2-phenylbenzo[d]thiazole, fbt = 6-fluoro-2-phenylbenzo[d]thiazole, cf3/s

KOtBu-Promoted Halogen-Bond-Assisted Intramolecular C-S Cross-Coupling of o-Iodothioanilides for the Synthesis of 2-Substituted Benzothiazoles

An efficacious and mild KOtBu-promoted intramolecular C-S cross-coupling of ortho-iodothioanilides in conjunction with a catalytic quantity of phenanthroline as an additive has been described for the convenient synthesis of 2-substituted benzothiazoles. The methodology is suitable for attaining a wide variety of 2-alkyl- and 2-aryl-substituted benzothiazoles. Single-crystal XRD, DFT calculations, NMR, and UV studies suggest that halogen bonds between the units of ortho-iodothioanilides may assist in the electron transfer process.

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

Photocatalyst- And Transition-Metal-Free Visible-Light-Promoted Intramolecular C(sp2)-S Formation

A photocatalyst- and transition-metal-free visible-light-induced cyclization of ortho-halothiobenzanilides has been developed. Upon irradiation with visible light, substrates undergo dehalogenative cyclization to 2-aryl benzothiazoles with high efficiency and selectivity. This photocyclization exhibits a high tolerance to various functional groups, is applicable for the synthesis of 2-alkyl benzothiazoles, and is easy to set up for gram-scale reaction.

Method for preparing benzothiazole compound from visible light promoted N-(2-bromophenyl) thioamide

The invention discloses a method for preparing a benzothiazole compound from N-(2-bromophenyl) thioamide under the promotion of visible light. Specifically, under the protection of inert gas, according to the molar ratio of N-(2-bromophenyl) thioamide to inorganic base being 1: 0.5, reactants are added into a reaction container provided with a stirring device, then dimethyl sulfoxide is added, and stirring reaction is carried out for 2-24 hours at room temperature under the irradiation of visible light to obtain the benzothiazole compound. Under the condition of not adding any photosensitizer or transition metal catalyst, sodium phosphate is used as alkali, and under the irradiation of a 45W household compact fluorescent lamp, a series of intramolecular cross-coupling reactions of N-(2-bromophenyl) thioamide are realized. In addition, the benzothiazole compound can be obtained with high yield. The whole process is green, efficient and easy to operate, and the method is a good method for synthesizing the benzothiazole compound.

Copper-Catalyzed Aerobic Oxidation of Amines to Benzothiazoles via Cross Coupling of Amines and Arene Thiolation Sequence

A one-pot three-component synthesis of benzothiazoles has been developed using the copper-catalyzed aerobic cross coupling of amines followed by arene thiolation using elemental sulfur. The dual roles of elemental sulfur and CuCl(OH)-TMEDA in the aerobic amine oxidation and the aniline thiolation enable the facile access to benzothiazole derivatives from readily available starting materials. The operational simplicity of the current promiscuous catalyst system suggests the high synthetic potential in the preparation of heterocyclic compounds. (Figure presented.).

Riboflavin as Photoredox Catalyst in the Cyclization of Thiobenzanilides: Synthesis of 2-Substituted Benzothiazoles

Benzothiazoles are synthesized from thiobenzanilides using riboflavin as a photosensitizer and potassium peroxydisulfate as a sacrificial oxidizing agent under visible light irradiation. The methodology accepts a broad range of functional groups and affords the 2-substituted benzothiazoles by transition-metal-free organic photoredox catalysis under very mild conditions.

Preparation method of 2-substituted benzothiazole

The invention discloses a preparation method of 2-substituted benzothiazole, and belongs to the field of organic chemical synthesis. The preparation method of the 2-substituted benzothiazole specifically comprises the following steps: by taking an N-aryl thioamide compound as a raw material and taking graphite-phase carbon nitride (g-C3N4) prepared by urea thermal polymerization condensation as aphotocatalyst, carrying out a cyclization reaction under a mild condition to prepare the 2-substituted benzothiazole. The method has the advantages of simple operation, cheap and easily available catalyst, mild reaction conditions, wide substrate application range, no strong oxidant and no metal residue, and provides an economical, practical, green and environment-friendly new method for synthesisof 2-substituted benzothiazole widely applied to the fields of medicines, dyes, pesticides and the like.

Photoinduced Heterogeneous C?H Arylation by a Reusable Hybrid Copper Catalyst

Heterogeneous copper catalysis enabled photoinduced C?H arylations under exceedingly mild conditions at room temperature. The versatile hybrid copper catalyst provided step-economical access to arylated heteroarenes, terpenes and alkaloid natural products with various aryl halides. The hybrid copper catalyst could be reused without significant loss of catalytic efficacy. Detailed studies in terms of TEM, HRTEM and XPS analysis of the hybrid copper catalyst, among others, supported its outstanding stability and reusability.

Benzothiazole Synthesis: Mechanistic Investigation of an in Situ-Generated Photosensitizing Disulfide

The use of a visible light absorbing intermediate as a photosensitizer makes a chemical process simple and sustainable, obviating the need for the use of chemical additives. Herein, the formation of a photosensitizing disulfide in benzothiazole synthesis from 2-Aminothiophenol and aldehydes was proposed and confirmed through in-depth mechanistic studies. A series of photophysical and electrochemical investigations revealed that an in situ-generated disulfide photosensitizes molecular oxygen to generate the key oxidants, singlet oxygen and superoxide anion, for the dehydrogenation step.