Environmentally benign one-pot multi-component approaches to the synthesis of novel unsymmetrical 4-arylacridinediones

Abstract

The solvent-free and aqueous conditions used give good yields that cannot be achieved in organic solvents. -

Efficient One-Pot Synthesis of Acridinediones by Indium(III) Triflate-Catalyzed Reactions of β-Enaminones, Aldehydes, and Cyclic 1,3-Dicarbonyls

“…20 Reaction of β-enaminone 1a with benzaldehyde (2a) and 1,3-cyclohexanedione (3a) in the presence of several Brønsted acid and Lewis acid catalysts was next investigated (Table 1). With 20 mol % of ethylenediamine diacetate (EDDA) in refluxing chloroform for 12 h, only the uncyclized product 4a was produced in 60% yield.…”

Efficient synthesis of tetrahydroquinolinones by acetic acid-mediated formal [3+3] cycloaddition

“…The required b-enaminones 1a-1g were prepared in 72-91 % yield by heating corresponding cyclic 1,3-dicarbonyls and amines (Scheme 3) according to a known reaction [20].…”

Highly efficient neat synthesis of xanthenediones and acridinediones

“…It should be noted that we have reported the synthesis of unsymmetrical acridinediones by the reaction of preformed cyclic enaminones with aldehydes and 1,3-cyclohexanedione under solvent-free conditions. 9 However, the preparation of symmetrical acridinediones by the solvent-free reaction directly from dimedone, aldehydes and amines is unknown until now. …”