33787-78-9

Upstream product

• 123-91-1 1,4-dioxane 
• 4433-52-7 2,3-dihydro-benzothiazole 
• 95-16-9 1,3-Benzothiazole 
• 18550-49-7 N-formyl-o-thioanisidine 
• 2987-53-3 2-(Methylthio)aniline 
• 175694-99-2 (2-isocyanophenyl)(methyl)sulfane 

Relevant academic research and scientific papers

Copper-mediated alkylation of furan and thiophene derivatives with cyclic ethers

An efficient and complementary copper-catalyzed alkylation of (benzo)furans/(benzo)thiophenes with cyclic ethers was reported. A broad range of C2 heteroaryl-substituted cyclic ethers were obtained in moderate to good yields. The results of control experi

Visible Light-Induced Metal-Free and Oxidant-Free Radical Cyclization of (2-Isocyanoaryl)(methyl)sulfanes with Ethers

A novel cascade cyclization of (2-isocyanoaryl) (methyl)sulfanes and ethers is developed. With 4CzIPN as a photocatalyst and the irradiation of blue LED light, ether radicals are efficiently generated without adding any oxidant, endowing the strategy with features of oxidant-free, metal-free, mild reaction conditions, and operational simplicity. This strategy provides efficient approach to access various ether-containing benzothiazoles in acceptable to good yields.

Mild photocatalytic synthesis method of C2 ether substituted 2H-benzothiazole derivative

The invention discloses a mild photocatalytic synthesis method of a C2 ether substituted 2H-benzothiazole derivative. The preparation method comprises the following steps: mixing 2H-benzothiazole shown as a formula (II) with ether shown as a formula (III); adding an oxidizing agent Selectfluor, an additive trifluoroacetic acid and a solvent acetonitrile, carrying out a normal temperature stirringreaction under the protection of nitrogen and the irradiation of an LED blue light lamp, carrying out TLC monitoring until the reaction is finished, and carrying out separation and purification on thereaction liquid to obtain the C2 ether substituted 2H-benzothiazole derivative represented by the formula (I). The invention provides a new method for synthesizing the C2 ether substituted 2H-benzothiazole derivative through visible light induction by taking Selectfluor as an oxidizing agent, trifluoroacetic acid as an additive and acetonitrile as a solvent, and the method has the advantages of simple catalytic system, mild reaction conditions, wide substrate range and the like.

Visible light-induced hydroxyalkylation of 2H-benzothiazoles with alcohols via selectfluor oxidation

A visible-light induced metal-free approach was described for the hydroxyalkylation of 2H-benzothiazoles with alcohols by using selectfluor as the oxidant. A variety of 2H-benzothiazoles and alcohols could be tolerated, providing a mild and simple method for the synthesis of C2-hydroxyalkylated 2H-benzothiazoles in moderate to good yields. Besides, ethers were also compatible in this reaction, leading to corresponding C2 ether-substituted 2H-benzothiazoles with high regioselectivity.

Cascade C(sp3)-S Bond Cleavage and Imidoyl C-S Formation: Radical Cyclization of 2-Isocyanoaryl Thioethers toward 2-Substituted Benzothiazoles

A cascade radical cyclization of 2-isocyanoaryl thioethers with H-phosphorus oxides, organoboronic acids, or alkyl radical precursors has been efficiently developed, providing a novel and highly efficient methodology to structurally diverse C2-substituted benzothiazole derivatives with broad functional group tolerance and good yields. This cascade radical process achieves the first cycloaddition of an imidoyl radical from isocyanide to sulfur atom, rending C(sp2)-S bond formation.

Heterogeneous Co-catalyzed direct 2-alkylation of azoles with ethers

The direct 2-alkylation of oxazoles and thiazoles with ethers through cross-dehydrogenative coupling reaction using Co-containing mesoporous zeolite ETS-10 as the heterogeneous catalyst is described. The basic Co-containing mesoporous zeolite ETS-10 catal

Photoredox-Mediated Direct Cross-Dehydrogenative Coupling of Heteroarenes and Amines

A photoredox-mediated direct cross-dehydrogenative coupling reaction to accomplish α-aminoalkylation of N-heteroarenes is reported. This mild reaction has a broad substrate scope, offers the first general method for synthesis of aminoalkylated N-heteroarenes without the need for substrate prefunctionalization, and is scalable to the gram level. Furthermore, the reaction was found to be applicable to other hydrogen donors besides amines (i.e., ethers, an aldehyde, a formamide, p-xylene, and alkanes), thus enabling the preparation of N-heteroarenes bearing various types of substituents.

Visible light-promoted C-H functionalization of ethers and electron-deficient arenes

We have developed the visible light mediated C-H arylation of ethers via C(Sp2)-C(Sp3) C-H functionalization involving hydrogen atom transfer (HAT) pathway. The reaction requires no photocatalyst, operates at room temperature, is easy to set up, and is scalable to the gram level. Furthermore, the protocol is easily extendable to other electron deficient arenes such as naphthaquinones and benzothiazoles.

Iron-catalyzed direct α-arylation of ethers with azoles

The direct α-arylation of cyclic and acyclic ethers with azoles has been achieved, which features a novel iron-catalyzed cross-dehydrogenative coupling (CDC) process. This practical oxidative method allowed the efficient C2-alkylation of a variety of (ben

Cu-catalyzed cross-dehydrogenative coupling reactions of (benzo)thiazoles with cyclic ethers

Copper-catalyzed cross-dehydrogenative coupling (CDC) reactions of (benzo)thiazoles with cyclic ethers were developed under mild conditions. In particular, the formation of C-C bonds via the CDC reactions between non-benzo-fused azoles and ethers are reported for the first time. In addition, the acetals, known as the masked 2-thiazolecarboxaldehydes, could be successfully obtained by this CDC reaction. The preliminary mechanism and supportive DFT calculations are discussed as well.