62886-13-9

Upstream product

• 66155-42-8 (2-benzyl-2,3-dihydro-benzothiazol-2-yl)-acetic acid methyl ester 
• 17691-75-7 3-(diethylamino)propynoic acid methyl ester 
• 137-07-5 2-amino-benzenethiol 
• 37517-81-0 3-chloro-3-oxopropanoic acid methyl ester 
• 67-56-1 methanol 
• 37859-43-1 2-chloromethylbenzothiazole 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

Synthesis of β-enamino acid and heteroaryl acetic acid derivatives by Pd-catalyzed carbonylation of α-chloroimines and 2-chloromethyl aza-heterocycles

β-Enamino esters or amides can be synthesized in a single step by a carbonylative coupling of α-chloroimines with alcohols or amines under Pd-catalysis. The methodology has been also applied to the preparation of heteroaryl acetic acid derivatives starting from chloromethyl heteroaromatic rings containing a C-N double bond. The in situ generation of a β-imino acylpalladium species has been proposed as a key step for the process.

COUMARINES USEFUL AS BIOMARKERS

The invention provides compounds of formula (I), wherein R, R1, R2, R3 and R4 are as defined in the description, and their preparation. The compounds of formula I are useful as biomarkers.

METHYL DIALKYLAMINOPROPIOLATES IN REACTIONS WITH BIFUNCTIONAL COMPOUNDS

Methyl dialkylaminopropiolates react with bifunctional reagents with the formation of heterocyclic compounds, and the direction of the reaction is determined by the type of bifunctional group. 1,2-Diamines (ethylenediamine, o-phenylenediamine) add at both reaction centers of the substrate, forming seven-membered heterocycles of the diazepinone and benzodiazepinone series. o-Aminophenol and o-aminothiophenol react exclusively at the ynamine fragment, and 2-substituted benzoxazole and benzothiazole are produced as a result of cyclization.

Oxidative Ring-Expansion of Benzothiazolines into 1,4-Benzothiazines

By treatment in boiling DMSO, benzothiazolines 1 yield 1,4-benzothiazines 4 in some cases together with benzothiazoles.Two competiting pathways, namely oxidative ring-expansion and decomposition of benzothiazoline accounting for the formation of 4 and benzothiazoles, respectively, are suggested.