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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 37, 2007 - Issue 4
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Original Articles

Substituted Quinolinones, Part 11: Efficient Synthesis of Different 3‐(4‐Arylidene and Hetarylidene‐5‐oxopyrazolin‐3‐yl) quinolin‐2‐ones

, &
Pages 607-621 | Received 18 Jan 2006, Published online: 06 Mar 2007
 

Abstract

Several 3‐(4‐arylidene and hetarylidene‐5‐oxopyrazolin‐3‐yl)quinolin‐2‐ones 626 were synthesized in an efficient methodology utilizing both pyrazolinylquinolinone 2 and its chromenylmethylene derivative 10. Compound 2 was derivatized by Knoevenagel condensation with different carbonyl compounds. Nucleophilic ring opening–ring closure (RORC) of the compound 10 furnished the desired 4‐methylenepyarzolinone bearing novel five‐, six‐, and seven‐membered heterocycles, in good yields.

Notes

Dedicated to the memory of the late Professor Ahmed M. Zahra.

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