DBU catalyzed cyanoacylation of ketones with acyl cyanides

Organic & Biomolecular Chemistry
Wen Zhang, Min Shi

Abstract

The reaction of cyclohexanone with benzoyl cyanide catalyzed by amines provides the corresponding O-benzoyl cyanohydrin adducts in moderate to good yields under mild conditions. Among the catalysts, DBU was found to be the most effective promoter allowing the reaction to proceed smoothly at room temperature and to give the corresponding O-acyl cyanohydrin adducts in higher yields for a variety of substituted cyclohexanones, cyclopentanone, acetone or pentan-3-one and various acyl cyanides.

References

Jun 21, 2001·Journal of the American Chemical Society·S K Tian, L Deng
Jul 18, 2002·Chemical Communications : Chem Comm·Yuri N BelokonMichael North
Jul 19, 2003·Organic Letters·Tsutomu WatahikiTakeshi Oriyama
Nov 7, 2003·Organic Letters·Yuri N Belokon'Michael North
Jun 1, 2004·Angewandte Chemie·Christophe DuplaisPaul Knochel
Aug 4, 2005·Journal of the American Chemical Society·Manabu HatanoKazuaki Ishihara

❮ Previous
Next ❯

Citations

Apr 2, 2008·Chemical Communications : Chem Comm·M Baidya, Herbert Mayr
Oct 17, 2009·Angewandte Chemie·Caroline JoannesseAndrew D Smith
Nov 26, 2015·Chemistry : a European Journal·Anna Laurell NashChristina Moberg
Dec 7, 2013·Chemistry : a European Journal·Sébastien GoudedrancheJean Rodriguez
Nov 29, 2007·Organic & Biomolecular Chemistry·Martyn P ColesPeter B Hitchcock
Aug 9, 2008·Organic & Biomolecular Chemistry·Caroline JoannesseAndrew D Smith
Jan 12, 2012·Chemical Society Reviews·James E TaylorJonathan M J Williams
Mar 22, 2014·Chemical Communications : Chem Comm·Yevgen M Poronik, Daniel T Gryko
Jul 25, 2008·Organic Letters·Irene CoinMichael Beyermann
Apr 4, 2009·Organic Letters·Kristin E PriceRajappa Vaidyanathan
Dec 11, 2008·Chemical Reviews·Michael NorthCarl Young
May 17, 2011·The Journal of Organic Chemistry·Biplab MajiHerbert Mayr

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.