Green Protocol for the Novel Synthesis of Thiochromeno[4,3- b]pyridine and Chromeno[4,3- b]pyridine Derivatives Utilizing a High-Pressure System

Haider Behbehani, Kamal M. Dawood, Fatemah A. Aryan, Hamada Mohamed Ibrahim

Research output: Contribution to journalArticlepeer-review

6 Scopus citations

Abstract

A suitable and effective Q-tube-assisted strategy for the synthesis of novel, unrivalled thiochromeno[4,3-b]pyridine and chromeno[4,3-b]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.

Original languageEnglish
Pages (from-to)34065-34074
Number of pages10
JournalACS Omega
Volume6
Issue number49
DOIs
StatePublished - 14 Dec 2021

Funding Agency

  • Kuwait Foundation for the Advancement of Sciences

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