Synthesis of Novel s-Indacene-1,5-dione and Isoxazole Derivatives via NaNO2-Catalyzed/Involved Transformation of Cyclopentenone-MBH Acetates

doi:10.3390/catal15020186

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Synthesis of Novel s-Indacene-1,5-dione and Isoxazole Derivatives via NaNO2-Catalyzed/Involved Transformation of Cyclopentenone-MBH Acetates

Published Feb 17, 2025 · Na Li, Xiao-tian Mo, Min Li

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Abstract

A rapid synthesis of structurally novel s-indacene-1,5-dione and cyclopentanone-fused isoxazole derivatives in generally moderate yields was achieved through the NaNO2-catalyzed/involved transformation of cyclopentenone-MBH acetates. Under similar reaction conditions, two different reaction pathways were observed depending on the type of aryl substituent on MBH acetates. In the formation of s-indacene-1,5-diones, NaNO2 is proposed to act as a nucleophilic catalyst to initiate the stepwise dimeric cyclization/oxidative aromatization, whereas in the formation of isoxazole derivatives, it plays the role of nucleophilic reagent of (3+2) cycloaddition. Using NaNO2 as an inexpensive and readily available catalyst or reaction component, mild reaction conditions, operational simplicity, and metal-free transition are the main advantages of this work.

Study Snapshot

NaNO2-catalyzed transformation of cyclopentenone-MBH acetates leads to the rapid synthesis of novel s-indacene-1,5-dione and cyclopentanone-fused isoxazole derivatives in moderate yields.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Synthesis of Novel s-Indacene-1,5-dione and Isoxazole Derivatives via NaNO2-Catalyzed/Involved Transformation of Cyclopentenone-MBH Acetates

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