92245-08-4Relevant academic research and scientific papers
La(OTf)3 catalyzed reaction of salicylaldehyde phenylhydrazones with β-ketoesters and activated alkynes: Facile approach for the preparation of chromenopyrazolones
Hariprasad, Kurma Siva,Prasad, Kasagani Veera,Raju, Bhimapaka China
, p. 108654 - 108661 (2016)
A facile approach has been developed for the preparation of chromenopyrazolones (5a-o, 7a-k) by the reaction of salicylaldehyde phenylhydrazones (3a-o) with β-ketoesters (4a, 4f-g) and activated alkynes (6a-e) in the presence of La(OTf)3 with good yields. However, the reaction of salicylaldehyde phenylhydrazones (3a, 3c, 3j-k, 3n) with ethyl 4-chloro-3-oxobutanoate (4e) underwent cyclization with reductive dechlorination and provided the methyl chromenopyrazolones instead of chloromethyl chromenopyrazolones. The present solvent free protocol provided the novel heterocyclic compounds.
Synthesis and antifungal activity of substituted salicylaldehyde hydrazones, hydrazides and sulfohydrazides
Backes, Gregory L.,Neumann, Donna M.,Jursic, Branko S.
, p. 4629 - 4636 (2014/11/08)
Efficient synthetic procedures for the preparation of acid hydrazines and hydrazides were developed by converting the corresponding carboxylic acid into the methyl ester catalyzed by Amberlyst-15, followed by a reaction with hydrazine monohydrate. Sulfohydrazides were prepared from the corresponding sulfonyl chlorides and hydrazine monohydrate. Both of these group of compounds were condensed with substituted salicylaldehydes using gradient concentration methods that generated a large library of hydrazone, hydrazide and sulfohydrazide analogs. Antifungal activity of the prepared analogs showed that salicylaldehyde hydrazones and hydrazides are potent inhibitors of fungal growth with little to no mammalian cell toxicity, making these analogs promising new targets for future therapeutic development.
