Tetrahedron

A versatile route to 2-alkyl-/aryl-amino-3-formyl-and hetero-annelated-chromones, through a facile nucleophilic substitution at C2 in 2-(N-methylanilino)-3- …

G Singh, R Singh, NK Girdhar, MPS Ishar

Index: Singh, Gurmit; Singh, Rajinder; Girdhar, Navdeep K; Ishar Tetrahedron, 2002 , vol. 58, # 12 p. 2471 - 2480

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Citation Number: 73

Abstract

The N-methylanilino group in 2-(N-methylanilino)-3-formylchromones, obtained in high yield by rearrangement of C (4-oxo-4H [1]-benzopyran-3-yl)-N-phenylnitrones to 2-anilino-3- formyl-chromones followed by N-methylation, undergoes facile nucleophilic substitution by a variety of nitrogen nucleophiles, thereby paving the way for synthesis of a variety of novel 2- substituted-3-formylchromone derivatives as well as hetero-annelated chromones.