A simple two-step synthesis of avenanthramides, constituents of oats (Avena sativa L)

SP Kamat, SJ Parab

Index: Kamat, Shrivallabh P.; Parab, Sulaksha J. Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2007 , vol. 46, # 12 p. 2074 - 2078

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Citation Number: 3

Abstract

Abstract: A simple two-step general procedure has been developed to prepare naturally occurring and synthetic avenanthramides, constituents of oats (Avena sativa L). Reaction of anthranilic acid 1 with Meldrum's acid 2 gives half amide of malonic acid 3 which on condensation with different benzaldehyde derivatives 4a-m gives avenanthramides 5a-m of which 5a-d are natural, 5e-g are their methyl ethers and 5h-m are synthetic.