A Facile Synthesis of Some Spirooxoindole Derivatives via One-Pot Three-Component Reactions

作者：Badri Ghada E^*; El Baih Fatma E M; Al Hazimi Hassan M

来源：Asian Journal of Chemistry, 2013, 25(9): 5006-5012.

• Isatin
• Spirooxoindole
• Ultrasound irradiation
• Microwave irradiation
• Retro diels-alder fragmentation

Tetrahydrospiro[chromene-4,3%26apos;-indole]-2-ones (5a-c) and spiro[indole-3,4%26apos;-pyrano(3%26apos;,2%26apos;-d)pyrazole]-2-ones (6a-b) have been synthesized based on the one-pot three-component cyclocondensation reaction of 5-(un)substituted isatins (1a-c) with ethyl cyanoacetate (2) and 5,5-dimethylcyclohexane-1,3-dione (3) or 5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one (4) in absolute ethanol containing a catalytic amount of Et3N carried out under both conventional heating and environmentally benign procedures. The structures of the resulting compounds were confirmed by spectral {IR, H-1 NMR, C-13 NMR, 2D NMR [H-1-H-1 COSY, H-1-C-13 COSY (HETCOR)] and electrospray ionization tandem mass [(+/-) ESI-MS/MS]} analysis.

• 出版日期2013-8