6519-12-6

Upstream product

• 140-29-4 phenylacetonitrile 
• 66-25-1 hexanal 
• 111-27-3 hexan-1-ol 
• 1599-47-9 1,1-dimethoxyhexane 
• 201230-82-2 carbon monoxide 
• 109-68-2 2-pentene 

Relevant academic research and scientific papers

Practical Synthesis of (Z)-α,β-Unsaturated Nitriles via a One-Pot Sequential Hydroformylation/Knoevenagel Reaction

Herein, the synthesis of (Z)-α,β-unsaturated nitriles by a sequential hydroformylation/Knoevenagel reaction has been first developed. A variety of crude α-olefins from Fischer-Tropsch synthesis, internal and special olefins, as well as alkynes could be transformed into value-added alkenyl nitriles (39 examples) up to 90% yield. Remarkably, compared with commonly used tedious multistep reactions, the one-pot protocol features cheap and easily available raw materials, excellent chemo-, regio-, and stereoselectivity, very mild reaction conditions, and easy scale-up production.

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.

Switchable Cobalt-Catalyzed α-Olefination and α-Alkylation of Nitriles with Primary Alcohols

The first switchable α-olefination and α-alkylation of nitriles with primary alcohols catalyzed by a well-defined base transition-metal Co complex was presented. A broad variety of nitriles and primary alcohols are selectively and efficiently converted to the corresponding products by this method. It is noteworthy that the transformation is environmentally benign and atom efficient with H2and H2O being the sole byproducts.

Manganese Catalyzed α-Olefination of Nitriles by Primary Alcohols

Catalytic α-olefination of nitriles using primary alcohols, via dehydrogenative coupling of alcohols with nitriles, is presented. The reaction is catalyzed by a pincer complex of an earth-abundant metal (manganese), in the absence of any additives, base, or hydrogen acceptor, liberating dihydrogen and water as the only byproducts.

A Catalytic Peterson-like Synthesis of Alkenyl Nitriles

A heterogeneous fluoride catalyst was found to enable the straightforward formation of alkenyl nitriles from the reaction of aldehydes and simple or substituted acetonitriles, in the presence of commercially available silazanes and in solvent-free conditions. The protocol afforded the products in good to excellent yields with selectivity values dependent on the nature of the substrates. It represents an alternative to classic approaches using stoichiometric strong bases, and the catalyst can be easily recovered and reused for consecutive cycles.

An acidic layered clay is combined with a basic layered clay for one-pot sequential reactions

A Ti4+-exchanged montmorillonite (Ti4+-mont) and a hydrotalcite (HT) are strong solid Bronsted acid and base, and these two clay catalysts could be used in a single reactor without neutralization of active sites. Because the Ti4+-mont have active acid site in the narrow interlayers, the base sites of large HT particles show no interaction with the acid sites. A variety of acid and base reactions, such as esterification, acetalization, deacetalization, aldol reaction, Michael reaction, and epoxidation, proceeded using both the Ti4+-mont and the HT in a single reactor. Copyright