The reaction of ethenetetracarbonitrile with acyclic β-dicarbonyl compounds and related studies

1973 ◽  
Vol 26 (7) ◽  
pp. 1551 ◽  
Author(s):  
JW Ducker ◽  
MJ Gunter

The reaction of ethenetetracarbonitrile (TCNE) with acyclic β- dicarbonyl compounds has been shown to give 2-dicyanomethylene-2,5- dihydropyrroles (5) via 2-imino-2,3-dihydrofurans (4). Hydrogenation of (5) gave the pyrroles (16). Representative pyrroles were degraded and synthesized by an alternative route. The novel transformation of substituted malononitriles to carboxylic acids has been investigated. The reaction of alcohols with ketone-ethenetetracarbonitrile adducts has been reinvestigated.

BIOspektrum ◽  
2021 ◽  
Vol 27 (1) ◽  
pp. 31-33
Author(s):  
Birgit Piechulla ◽  
Nancy Magnus ◽  
Marie Chantal Lemfack ◽  
Stephan Von Reuss

AbstractMicroorganisms release small volatile metabolites with unique structures, e. g. the polymethylated homosesquiterpene sodorifen from Serratia plymuthica. Two unusual enzymes with novel features are involved in its biosynthesis, a C-methyltransferase with cyclization activity and a terpene synthase that accepts a non-canonical monocyclic C16 substrate. The novel class of methyltransferases represents an alternative route that enlarges terpene diversity.


2018 ◽  
Vol 83 (5) ◽  
pp. 2904-2911 ◽  
Author(s):  
Chitturi Bhujanga Rao ◽  
Jingwen Yuan ◽  
Qian Zhang ◽  
Rui Zhang ◽  
Ning Zhang ◽  
...  

Synthesis ◽  
2019 ◽  
Vol 51 (08) ◽  
pp. 1803-1808 ◽  
Author(s):  
Yan Zhang ◽  
Zhe-Yao Hu ◽  
Xin-Chang Li ◽  
Xun-Xiang Guo

A novel decarboxylative N-arylation of indole-2-carboxylic acids with aryl halides is developed. The reaction proceeds efficiently in the presence of Cu2O as the catalyst to give the corresponding N-aryl indoles in high yields. This synthetic method shows good functional group tolerance and offers an alternative route to construct N-aryl indoles.


1995 ◽  
Vol 73 (10) ◽  
pp. 1666-1674 ◽  
Author(s):  
George M. Strunz ◽  
Richard Bethell ◽  
Glen Sampson ◽  
Peter White

The Baylis–Hillman reaction of acrylonitrile, methyl acrylate, and acrolein with several cyclic α-dicarbonyl compounds was investigated. Whereas acrylonitrile reacted with most of these ketones, giving good yields of the expected 1′-cyanovinyl carbinols, the more sterically demanding methyl acrylate failed to undergo the reaction. Attempted Baylis–Hillman reaction of acrolein with the 1,2-dicarbonyl substrates usually resulted in polymers but, in two cases, the desired α-substituted acroleins were obtained. An alternative route to such compounds was developed, employing a Grignard – allylic oxidation sequence. In bioassays, some of the products, embodying the functionality believed responsible for the phytotoxicity of the sesquiterpene bipolaroxin, inhibited germination of lettuce seeds. This activity diminished with time. Keywords: Baylis–Hillman, acrylonitrile, acrylate, acrolein, α-dicarbonyl, bipolaroxin, phytotoxicity.


2018 ◽  
Vol 47 (7) ◽  
pp. 2460-2469 ◽  
Author(s):  
Qianqian Lu ◽  
Jinshuai Song ◽  
Minyi Zhang ◽  
Jing Wei ◽  
Chunsen Li

The novel mechanism of carboxylic acid hydrogenation includes the hydrogenation of the carboxylic acid to an aldehyde and the hydrogenation of the aldehyde to an alcohol.


RSC Advances ◽  
2016 ◽  
Vol 6 (94) ◽  
pp. 91133-91140 ◽  
Author(s):  
P. Sagar Vijay Kumar ◽  
L. Suresh ◽  
T. Vinodkumar ◽  
G. V. P. Chandramouli

Synthesis of phenyldiazenyl-acridinedione-carboxylic acids by a one-pot multicomponent coupling of 1,3-dicarbonyl compounds, substituted-phenyl-diazenyl-benzaldehydes and glycine using Eu2O3 modified CeO2 as the catalyst in aqueous medium.


2020 ◽  
Author(s):  
Ernesto Estrada

AbstractThe COVID-19 respiratory disease is caused by the novel coronavirus SARS-CoV-2, which uses the enzyme ACE2 to entry human cells. This disease is characterized by important damages at multi-organ level, partially due to the abundant expression of ACE2 in practically all human tissues. However, not every organ in which ACE2 is abundant is affected by SARS CoV-2, which suggests the existence of other multi-organ routes for transmitting the perturbations produced by the virus. We consider here diffusive processes through the protein-protein interaction (PPI) network of proteins targeted by SARS CoV-2 as such alternative route. We found a subdiffusive regime that allows the propagation of virus perturbations through the PPI network at a significant rate. By following the main subdiffusive routes across the PPI network we identify proteins mainly expressed in the heart, cerebral cortex, thymus, testis, lymph node, kidney, among others of the organs reported to be affected by COVID-19.


2020 ◽  
Vol 12 (20) ◽  
pp. 1855-1864
Author(s):  
James J Scanlon ◽  
Stephen P Wren

Aim: Thiazolidinones were prepared as building blocks for the replacement of carboxylic acids. Materials & methods: Chemical syntheses of thiazolidinones were developed. In addition, the drug-likeness of the target compounds was evaluated in silico. Results: The prepared compounds included the novel structure 4; 5-(3-Iodophenylmethylene)-2,4-thiazolidinedione. Conclusion: Exploration of the methods required to synthesize thiazolidinone building blocks was completed. This work allows future generation of bioisosteric analogs of drugs.


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