4.5 Article

A simple and convenient synthesis of novel 9-arylidene-9,11-dihydro-8H-benzo[h]pyrano[3,4-b]quinolin-8-ones

Journal

RESEARCH ON CHEMICAL INTERMEDIATES
Volume 47, Issue 6, Pages 2231-2243

Publisher

SPRINGER
DOI: 10.1007/s11164-021-04421-x

Keywords

Benzo[h]quinoline; Α -arylidene cycloketone; Claisen– Schmidt reaction; Eco-friendly; Solvent-free condition

Funding

  1. Doctoral Start-up Foundation of Liaoning Province [2019-BS-004]
  2. Scientific Research Foundation of the Education Department of Liaoning Province [LQ2019006]

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A new series of benzo[h]quinoline-based alpha-arylidene cycloketone derivatives, 9-arylidene-9,11-dihydro-8H-benzo[h]pyrano[3,4-b]quinolin-8-ones, were successfully synthesized in good yields through a Claisen-Schmidt condensation reaction of readily synthesized benzo[h]pyrano[3,4-b]quinolin-8-one with aromatic aldehydes under eco-friendly solvent-free conditions. The synthetic strategy is characterized by its experimental simplicity, affordable reagents, and satisfactory yields, making it a useful method.
In this work, a simple and convenient synthesis of a new series of benzo[h]quinoline-based alpha-arylidene cycloketone derivatives, namely 9-arylidene-9,11-dihydro-8H-benzo[h]pyrano[3,4-b]quinolin-8-ones, has been achieved for the first time in good yields through Claisen-Schmidt condensation reaction of readily synthesized benzo[h]pyrano[3,4-b]quinolin-8-one with aromatic aldehydes under eco-friendly solvent-free condition. Our synthetic strategy features experimental simplicity, inexpensive reagents and satisfactory yields, which would contribute to the usefulness of this method.

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