90016-95-8

Upstream product

• 90016-93-6 2-Amino-1-iodonaphthalene 
• 90016-92-5 Copper(I); 4-methyl-benzenecarbothioate 
• 104-87-0 4-methyl-benzaldehyde 
• 91-59-8 naphthalen-2-ylamine 
• 104-84-7 para-methylbenzylamine 
• 580-13-2 2-bromonaphthalene 
• 589-18-4 4-Methylbenzyl alcohol 

Relevant academic research and scientific papers

Graphene oxide-catalyzed synthesis of benzothiazoles with amines and elemental sulfur via oxidative coupling strategy of amines to imines

The graphene oxide-catalyzed coupling and cyclization reactions of primary amines with elemental sulfur was developed to afford various optically property benzothiazoles. This coupling and cyclization strategies proceeded under the oxidant system graphene oxide/O2 and constructed carbon-heteroatom (N, S) bonds with amines and elemental sulfur. Due to benzothiazoles as common chromophores, these products exhibited intriguing fluorescence properties, including outstanding Stokes shifts (up to 161 nm) and quantum yields (up to 74%). Utilizing the products’ unique fluorescence response in different solvents, β-naphthothiazole 4a showed excellent aggregation-induced emission properties in 1,2-dichloroethane, which was 60 times higher than in tetrahydrofuran.

Method for synthesizing 2-arylbenzothiazole compound under catalysis of iron

The invention discloses a method for synthesizing a 2-arylbenzothiazole compound under the catalysis of iron. The synthesis method comprises the following steps: adding an aromatic amine compound, a benzyl alcohol compound, a sulfur source, a catalyst, alkali, an additive and a solvent into a reaction tube, carrying out a stirring reaction at 130-150 DEG C, conducting cooling to room temperature after the reaction is finished, and separating and purifying a product to obtain the 2-aryl benzothiazole compound. According to the method for synthesizing the 2-arylbenzothiazole compound under the catalysis of iron in the invention, reaction conditions are mild; raw materials are easy to obtain; the electron-rich aromatic amine and benzyl alcohol are used as the raw materials, and the elementalsulfur is used as an inorganic sulfur source, so the use of an organic sulfur reagent with unpleasant odor is avoided; and a new valuable way is provided for synthesizing the 2-arylbenzothiazole 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.).

Double C-S bond formation: Via C-H bond functionalization: Synthesis of benzothiazoles and naphtho[2,1- d] thiazoles from N -substituted arylamines and elemental sulfur

A novel, atom economic, and environmentally friendly method for the synthesis of 2-substituted benzothiazoles and 2-substituted naphtho[2,1-d]thiazoles from N-substituted arylamines and elemental sulfur has been developed under metal-free conditions. The reaction underwent the process of double C-S bond formation through C-H bond functionalization.

Assembly of 2-Arylbenzothiazoles through Three-Component Oxidative Annulation under Transition-Metal-Free Conditions

Highly efficient methods for the synthesis of 2-arylbenzothiazoles and 2-arylnaphtho[2,1-d]thiazoles have been developed. Readily available aromatic amines, benzaldehydes, and elemental sulfur were directly assembled through oxidative annulation and C-H f