681821-42-1

Basic information

• Product Name: 2-Thiopheneacetonitrile, a-cyclohexylidene-
• CAS NO: 681821-42-1
• Molecular Formula: C12H13NS
• Molecular Weight: 203.308
• Mol File: 681821-42-1.mol

Chemical Properties

• CAS DataBase Reference: 2-Thiopheneacetonitrile, a-cyclohexylidene-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiopheneacetonitrile, a-cyclohexylidene-(681821-42-1)
• EPA Substance Registry System: 2-Thiopheneacetonitrile, a-cyclohexylidene-(681821-42-1)

Safety Data

• Hazardous Substances Data: 681821-42-1(Hazardous Substances Data)

Upstream product

• 20893-30-5 2-cyanomethylthiophene 
• 108-93-0 cyclohexanol 

Relevant articles and documents

Pyrenedione-Catalyzed α-Olefination of Nitriles under Visible-Light Photoredox Conditions

Herein, we report a combination of pyrenedione (PD) and KOtBu to achieve facile alcohol dehydrogenation under visible-light excitation, where aerobic oxygen is utilized as the terminal oxidant. The resulting carbonyl compound can be easily converted to vinyl nitriles in a single-pot reaction, at 60 °C in 6-8 h. This environmentally benign, organocatalytic approach has distinct advantages over transition-metal-catalyzed α-olefination of nitriles, which often operate at a significantly higher temperature for an extended reaction time.

Manganese-Catalyzed α-Olefination of Nitriles with Secondary Alcohols

An expedient catalytic approach for α-olefination of nitriles using secondary alcohols with the liberation of molecular hydrogen and water as the only byproducts is reported. This reaction is catalyzed by a molecularly defined manganese(I) pincer complex and operates in the absence of any hydrogen acceptors. A broad range of substrates including cyclic, acyclic, and benzylic alcohols, as well as various nitrile derivatives, such as arylmethyl and heteroarylmethyl nitriles, are employed in the reaction to provide a diverse range of α-vinyl nitriles in good to excellent yields. Mechanistic studies showed that the reaction proceeds via dehydrogenative pathway and the activation of α(C-H) bond of the alcohol is the rate-determining step.

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Compounds of formula (I): wherein: R1 represents an optionally substituted heteroaryl group, R2 represents an optionally substituted cycloalkyl group, R3 represents a hydrogen atom or an alkyl group, and R4 and R5 are as defined in the description, and Medicinal products containing the same are useful in the treatment of non-insulin-dependent type II diabetes, obesity, type I diabetes, hyperlipidaemia, hypercholesterolaemia and cardiovascular complications thereof.