35491-37-3

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 56071-71-7 2-Benzothiazol-2-yl-1-phenyl-ethanone 
• 136-95-8 2-amino-benzthiazole 
• 100-42-5 styrene 
• 6305-31-3 2-(2-phenylethyl)-1,3-benzothiazole 
• 125414-95-1 (2-benzothiazolyl)benzyllithium 
• 120-75-2 2-Methylbenzothiazole 
• 125414-91-7 (2-Benzothiazolyl)methyllithium 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

ACTIVATION DU METHYL-2-BENZOTHIAZOLE PAR METALLATION

The α-metalation of 2-methylbenzothiazole is studied with the aim of obtaining quantitatively an anionic intermediate which is able to react fully with benzaldehyde.The relative importance of the factors which influence the formation and reactivity of thi

Asymmetric transfer hydrogenation of heterocycle-containing acetophenone derivatives using N-functionalised [(benzene)Ru(II)(TsDPEN)] complexes

The application of enantiomerically-pure ruthenium(II) catalysts containing N - functionalised TsDPEN ligand to the asymmetric transfer hydrogenation of 15 examples of α-heterocyclic acetophenone derivatives is reported. Products of up to 99% ee were formed.

Heterogeneous visible-light-induced Meerwein hydration reaction of alkenes in water using mpg-C3N4 as a recyclable photocatalyst

A green and efficient visible light induced Meerwein hydration reaction of alkenes in aqueous medium using mpg-C3N4 as a recyclabe photocatalyst has been disclosed. This protocol provides a direct approach for the preparation of racemic alcohols via a free radical mechanism. Water acted as both a solvent and a reagent without any additives or co-solvents. The metal-free heterogeneous semiconductor is found to be fully recyclable at least 5 times without any significant reduction in activity. The Meerwein hydration reaction has an excellent substrate scope and gave the desired products in moderate to high yields. Furthermore, this reaction could be carried out under solar light irradiation and is applicable for large-scale reactions with satisfactory results.

Iridium-Catalyzed Asymmetric Borylation of Unactivated Methylene C(sp3)-H Bonds

Herein, we show the highly enantioselective borylation of unactivated methylene C(sp3)-H bonds in 2-alkylpyridines and 2-alkyl-1,3-azole derivatives using an iridium-BINOL-based chiral monophosphite catalyst system. Quantum chemical calculations using the artificial force induced reaction (AFIR) method suggested that a monophosphite-Ir-tris(boryl) complex generates a narrow chiral reaction pocket where the differentiation of the enantiotopic methylene C-H bonds is accomplished through an assembly of multiple noncovalent interactions.

Iridium-Catalyzed Asymmetric Borylation of Unactivated Methylene C(sp3)-H Bonds

Herein, we show the highly enantioselective borylation of unactivated methylene C(sp3)-H bonds in 2-alkylpyridines and 2-alkyl-1,3-azole derivatives using an iridium-BINOL-based chiral monophosphite catalyst system. Quantum chemical calculations using the artificial force induced reaction (AFIR) method suggested that a monophosphite-Ir-tris(boryl) complex generates a narrow chiral reaction pocket where the differentiation of the enantiotopic methylene C-H bonds is accomplished through an assembly of multiple noncovalent interactions.

Stereoselective alcohol silylation by dehydrogenative Si-O coupling: Scope, limitations, and mechanism of the Cu-H-catalyzed non-enzymatic kinetic resolution with silicon-stereogenic silanes

Ligand-stabilized copper(I)hydride catalyzes the dehydrogenative Si-O coupling of alcohols and silanes-a process that was found to proceed without racemization at the silicon atom if asymmetrically substituted. The present investigation starts from this pivotal observation since silicon-stereogenic silanes are thereby suitable for the reagent-controlled kinetic resolution of racemic alcohols, in which asymmetry at the silicon atom enables discrimination of enantiomeric alcohols. In this full account, we summarizeour efforts to systematically examine this unusual strategy of diastereoselective alcohol silylation. Ligand (sufficient reactivity with moderately electron-rich monophosphines), silane (reasonable diastereocontrol with cyclic silanes having a distinct substitution pattern) as well as substrate identification (chelating donor as a requirement) areintroductorily described. With these basic data at hand, the substrate scope was defined employing enantiomerically enriched tert-butyl-substituted 1-silatetraline and highly reactive 1-si-laindane. The synthetic part is complemented by the determination of the stereochemical course at the silicon atom in the Si-O coupling step followed by its quantum-chemical analysis thus providing a solid mechanistic picture of this remarkable transformation.

Action of (2-Benzothiazolyl) Methyllithium with Organic Polar Functions

(2-Benzothiazolyl) methyllithium reacts quickly at low temprature (-78 deg C) with a variety of organic electrophiles like aldehydes, ketones, carboxylic esters, nitriles and acylchlorides.Such reactions lead to an easy introduction of alcohol, keto-enol

Action of (2-Benzothiazolyl)methyllithium with Organic Polar Functions

(2-Benzothiazolyl)methyllithium reacts quickly at low temperature (-78 deg C) with a variety of organic electrophiles like aldehydes, ketones, carboxylic esters, nitriles and acyl chlorides.Such reactions lead to an easy introduction of alcohol, keto-enol or amine-enamine functional groups in extracyclic position with a stereoselective preference.These polyfunctional compounds whose synthesis is difficult by other pathways, are interesting, in particular, because of their ability to form intramolecular hydrogen bounds.

General Method for an Aldol-Type Reaction of 2-Methylbenzothiazole with Carbonyl Compounds

A general and versatile method for the preparation of a variety of β-hydroxybenzothiazoles (aldol-type adducts) by the reaction of α-lithio-2-methylbenzothiazole with carbonyl compounds was proposed.As an example of the use of α-lithio-2-methylbenzothiazo

AN ALDOL-TYPE REACTION OF ACTIVE METHYL GROUPS OF NITROGEN-CONTAINING HETEROAROMATIC COMPOUNDS

Active methyl groups of nitrogen-containing heteroaromatic compounds react with benzaldehydes in the presence of 9-BBN triflate and diisopropylethylamine in dichloromethane to give the corresponding aldol-type products under mild conditions.