156215-41-7

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 19179-31-8 3,5-dimethoxy-benzonitrile 
• 7311-34-4 3,5-dimethoxybenzaldehdye 
• 39151-19-4 1-(3,5-dimethoxyphenyl)ethan-1-one 
• 40243-87-6 3,5-dimethoxystyrene 
• 73569-69-4 1-methylmethoxy-3,5-dimethoxybenzene 
• 62-53-3 aniline 
• 1132-21-4 3,5-dimethoxybenzoic acid 
• 17213-57-9 3,5-dimethoxybenzoyl chloride 

Relevant academic research and scientific papers

Oxidant/Solvent-Controlled I2-Catalyzed Domino Annulation for Selective Synthesis of 2-Aroylbenzothiazoles and 2-Arylbenzothiazoles under Metal-Free Conditions

A simple and practical domino protocol for the selective synthesis of 2-aroylbenzothiazoles and 2-aryl benzothiazoles catalyzed by I2 is developed under metal-free conditions. The reaction outcomes are exclusively controlled by the reaction oxidant/medium. With DMSO employed as both the solvent and the oxidant, an oxidation of aromatic methyl ketones takes precedence over the condensation with 2-aminobenzenethiols. On the other hand, when the reaction was carried out in PhNO2 or in 1,4-dioxane containing PhNO2, the condensation of aromatic methyl ketones with 2-aminobenzenethiols has priority to form imines which is followed by an oxidation of the methyl group from ketones to afford 2-arylbenzothiazoles as a sole product. The PhNO2/I2 co-catalytic system is proposed first time.

Benzimidazoles and benzothiazoles from styrenes and N-vinylimidazole via palladium catalysed oxidative C[dbnd]C and C[sbnd]N bond cleavage

Herein we report a first, palladium catalyzed, one-pot methodology for the synthesis of pharmacologically important benzimidazoles and benzothiazoles from readily available terminal aromatic olefins. The process involves sequential C[dbnd]C/C[sbnd]N bond cleavage followed by C[sbnd]N/C[sbnd]S bond formation.

TBHP/KI-Promoted Annulation of Anilines, Ethers, and Elemental Sulfur: Access to 2-Aryl-, 2-Heteroaryl-, or 2-Alkyl-Substituted Benzothiazoles

An efficient TBHP/KI-promoted annulation of anilines with ethers and elemental sulfur has been developed through the selective C-O bond cleavage of ethers under transition-metal-free conditions. A wide range of 2-aryl-, 2-heteroaryl-, and 2-alkyl-substituted benzothiazoles were easily prepared with satisfactory yields and good functional group compatibility.

Probing the effects of the number and positions of –OCH3 and –CN substituents on color tuning of Ir(III) complex derivatives through a joint computational and experimental study

We performed a joint theoretical and experimental study on sixteen Ir(III) complexes bearing a similar molecular platform of bis(2-phenylbenzothiozolato-N,C2’) iridium(III) (acetylacetonate) by grafting – OCH3 group and/or – CN group on different positions of the C-related arene moiety of the C^N ligand (Cring). Our results reveal that the introduction of – CN renders an overall drop in the FMO energy levels while a reverse increase is observed for – OCH3. The ortho- and para-sites of the C-ring are more effective substitution positions to modulate the HOMO energy level due to the fact that the electronic density of HOMO mainly locates at them while the meta-site would induce a stronger impact on LUMO since the electronic density of LUMO mainly distributes over the position. Utilizing the synergistic effects of the substituents and the substituted positions, a wide color-tuning range from 479 nm to 637 nm was achieved, which covers nearly the whole window of visible spectrum. In particular, the tri-substituted Ir35mo4cn complex (λemmax=637 nm) may be a potential candidate for high efficiency red OLEDs materials due to its greatly enhanced absorption processes, relatively higher3MLCT (%), lower ΔES1–T1, enlarged separation between3MLCT/π–π* and3MC d–d states, and good hole and particle-transporting performances. Finally, six representative complexes were synthesized and their spectra were determined, which confirm the reliability of our computational strategy.

Probing the Effects of the Number and Positions of ?OCH3 and ?CN Substituents on Color Tuning of Ir(III) Complex Derivatives through a Joint Computational and Experimental Study

We performed a joint theoretical and experimental study on sixteen Ir(III) complexes bearing a similar molecular platform of bis(2-phenylbenzothiozolato-N,C2’) iridium(III) (acetylacetonate) by grafting ?OCH3 group and/or ?CN group on different positions of the C-related arene moiety of the (Formula presented.) ligand (C-ring). Our results reveal that the introduction of ?CN renders an overall drop in the FMO energy levels while a reverse increase is observed for ?OCH3. The ortho- and para-sites of the C-ring are more effective substitution positions to modulate the HOMO energy level due to the fact that the electronic density of HOMO mainly locates at them while the meta-site would induce a stronger impact on LUMO since the electronic density of LUMO mainly distributes over the position. Utilizing the synergistic effects of the substituents and the substituted positions, a wide color-tuning range from 479 nm to 637 nm was achieved, which covers nearly the whole window of visible spectrum. In particular, the tri-substituted Ir35mo4cn complex (λem max=637 nm) may be a potential candidate for high efficiency red OLEDs materials due to its greatly enhanced absorption processes, relatively higher 3MLCT (%), lower ΔES1–T1, enlarged separation between 3MLCT/π–π* and 3MC d–d states, and good hole and particle-transporting performances. Finally, six representative complexes were synthesized and their spectra were determined, which confirm the reliability of our computational strategy.

Visible-light-promoted synthesis of benzothiazoles from 2-aminothiophenols and aldehydes

A visible-light-promoted synthesis of benzothiazoles from 2-aminothiophenols and aldehydes has been developed. A wide range of aromatic, heteroaromatic and aliphatic aldehydes were successfully applied. The benzothiazole products were prepared in good yields. The reaction was carried out in the absence of transition-metal catalysts and extra additives. A radical reaction pathway was proposed.

Perchloric acid-doped polyaniline as an efficient and reusable catalyst for the synthesis of 2-substituted benzothiazoles

2-Substituted benzothiazoles have been efficiently synthesized in good yields by the condensation reaction of o-aminothiophenol with aldehydes in the presence of a catalytic amount of perchloric acid-doped polyaniline (HClO4/PANI). The low cost, simple re

A SYNTHESIS OF 2-SUBSTITUTED PHENYLBENZOTHIAZOLES

A one-pot synthesis of 2-substituted phenylbenzothiazoles is achieved when 2-aminobenzenethiol is treated with an excess of sodium hydride and aromatic nitriles in THF.This method allows to obtain substituted products (F, CF3, Cl or OCH3) in each ortho, m