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Title: Studies on novel polycyclic heterocycles: synthesis of new naphthaquinoxaline and naphthazaquinoxaline derivatives from naturally occurring quinones
Authors: Singh, Pahup
Dandia, Anshu
Khandelwal, Poonam
Keywords: Lapachol;β-lapachone;1,2-diamines;Regioisomers
Issue Date: Mar-2008
Publisher: CSIR
Abstract: A facile synthesis of novel polycyclic heterocycles namely naphthaquinoxaline and naphthazaquinoxaline derivatives is carried out by the reaction of lapachol and β-lapachone, naturally occurring naphthoquinones with o-phenylene diamine and 2,3-diaminopyridine. Regioselectivity in the reaction of β-lapachone with 2,3-diaminopyridine is confirmed by single crystal X-ray diffraction of a representative compound 6,7-dihydro-8,8-dimethyl-8H-pyrano[3',2':4]-naphtha[2,1-e]pyrido[2,3-b]pyrazine; C₂₀H₁₇N₃O, crystallizes as orthorhombic in the space group Pbca with cell parameters a =9.793(3)Å, b=17.514(6)Å, c=18.334(6)Å, V=3144.5(17) ų, Z=8,1.332 mg/m³, R₁=0.3076, WR₂=0.3595.
Page(s): 427-433
ISSN: 0376-4699
Appears in Collections:IJC-B Vol.47B(03) [March 2008]

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