A suitable and effective Q-tube-assisted strategy for the synthesis of novel, unrivalled thiochromeno[4,3-]pyridine and chromeno[4,3-]pyridine derivatives has been sophisticated, which includes ammonium acetate-mediated cyclocondensation reactions between 3-oxo-2-arylhydrazonopropanals and heterobenzocyclic ketones such as thiochroman-4-one and chroman-4-one, respectively. The high-pressure Q-tube reactor was shown to be superior to conventional heating. Furthermore, this Q-tube reactor-assisted protocol is safe owing to facile pressing and sealing, a broad substrate scope, and simple work-up and purification processes, as well as being scalable and having a high atom economy. The proposed mechanistic route includes two sequential dehydrative stages. In this investigation, X-ray crystallographic analysis was performed to authenticate the targeted products.

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8675170PMC
http://dx.doi.org/10.1021/acsomega.1c05347DOI Listing

Publication Analysis

Top Keywords

thiochromeno[43-]pyridine chromeno[43-]pyridine
8
chromeno[43-]pyridine derivatives
8
green protocol
4
protocol novel
4
novel synthesis
4
synthesis thiochromeno[43-]pyridine
4
derivatives utilizing
4
utilizing high-pressure
4
high-pressure system
4
system suitable
4

Similar Publications

A suitable and effective Q-tube-assisted strategy for the synthesis of novel, unrivalled thiochromeno[4,3-]pyridine and chromeno[4,3-]pyridine derivatives has been sophisticated, which includes ammonium acetate-mediated cyclocondensation reactions between 3-oxo-2-arylhydrazonopropanals and heterobenzocyclic ketones such as thiochroman-4-one and chroman-4-one, respectively. The high-pressure Q-tube reactor was shown to be superior to conventional heating. Furthermore, this Q-tube reactor-assisted protocol is safe owing to facile pressing and sealing, a broad substrate scope, and simple work-up and purification processes, as well as being scalable and having a high atom economy.

View Article and Find Full Text PDF

A simple and efficient one-pot annulation of arylidenones, alkynes, and nitriles in the presence of BF·OEt is described. A highly functionalized variety of N-substituted pyridine-fused chromeno and pyrano derivatives were obtained with satisfactory yields under mild reaction conditions. The method was proven to be valid for the synthesis of a diverse library of chromeno[3,4-c]pyridines, thiochromeno[3,4-c]pyridines, pyrano[3,4-c]pyridines, and thiopyrano[3,4-c]pyridine derivatives from readily accessible substrates.

View Article and Find Full Text PDF

7-Chloro-4-(2,5-dichloro-phen-yl)-1-phenyl-1H-thio-chromeno[2,3-b]pyridine-2,5(3H,4H)-dione.

Acta Crystallogr Sect E Struct Rep Online

March 2008

College of Chemistry and Molecular Engineering, Qingdao University of, Science and Technology, Qingdao 266042, People's Republic of China.

In the crystal structure of the title compound, C(24)H(14)Cl(3)NO(2)S, the tetra-hydro-pyridine ring adopts a half-chair conformation and both pendant benzene rings are oriented nearly perpendicular to the thio-chromeno[2,3-b]pyridine system.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!