- Ring-opening reaction of methylenecyclopropanes with LiCl, LiBr or NaI in acetic acid
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The methylenecyclopropanes 1 react with LiCl, LiBr or NaI at 80°C to give the corresponding gem-disubstituted homoallylic halides 2 in good to excellent yields in acetic acid. In some cases, the ring-opening reaction can be completed within 5 min to give
- Huang, Jin-Wen,Shi, Min
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p. 2057 - 2062
(2007/10/03)
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- Agents Acting on CNS: Part XXX - Synthesis of 2-Substituted 1,2,3,4,6,7,12,12a-Octahydropyrazinopyrido-indoles
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A number of 2-substituted pyrazinopyridoindoles (3,6-12) have been prepared by the condensation of 1,2,3,4,6,7,12,12a-octahydropyrazinopyridoindole (1) with appropriate halogen compounds.Treatment of 1 with ethylene oxide gives 4 which on condensation with p-fluorobenzoyl chloride yields 5.The corresponding 2-γ-(p-fluorobenzoyl)propyl-6-oxo-octahydropyrazinopyridoindole (14) is prepared by the oxidation of 1 with mercuric acetate followed by condensation of the resulting 6-oxo derivative (13) with γ-chloro-p-fluorobutyrophenone. 1-Oxo-2-substituted-pyrazinopyridoindoles (16-18) are prepared by the reaction of ethylene oxide on methyl 1,2,3,4-tetrahydropyridoindole-3-carboxylate followed by condensation of the resulting oxazino derivative (15) with amines.These compounds show tranquillizing, anti-inflammatory and diuretic activities.
- Dhaon, Madhup K.,Kumar, Naresh,Agarwal, Shiv K.,Saxena, Anil K.,Jain, Padam C.,Anand, Nitya
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p. 882 - 885
(2007/10/02)
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