- Synthesis of 3-Acylpyrroles, 3-(Alkoxycarbonyl)pyrroles, 1,5,6,7-Tetrahydro-4H-indol-4-ones and 3-Benzoylpyridines Based on Staudinger-Aza-Wittig Reactions of 1,3-Dicarbonyl Compounds with 2- and 3-Azido-1,1-dialkoxy- alkanes
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The Staudinger-aza-Wittig reaction of 1,3-dicarbonyl compounds with 2-azido-1,1-diethoxyethane and subsequent cy- clization allowed an efficient synthesis of a variety of pyrroles, 1,5,6,7-tetrahydro-4H-indol-4-ones, and of a pyridine. Georg Thieme Verlag
- Bellur, Esen,Yawer, Mirza A.,Hussain, Ibrar,Riahi, Abdolmajid,Fatunsin, Olumide,Fischer, Christine,Langer, Peter
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experimental part
p. 227 - 242
(2009/06/24)
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- Synthesis of functionalized pyrroles and 6,7-dihydro-1H-indol-4(5H)-ones by reaction of 1,3-dicarbonyl compounds with 2-azido-1,1-diethoxyethane
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The condensation of 1,3-dicarbonyl compounds with 2-azido-1,1- diethoxyethane and subsequent cyclization allowed an efficient synthesis of a variety of pyrroles and 6,7-dihydro-1H-indol-4(5H)-ones.
- Bellur, Esen,Langer, Peter
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p. 2151 - 2154
(2007/10/03)
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- Synthesis of 2-alkylidenepyrrolidines, pyrroles, and indoles by condensation of silyl enol ethers and 1,3-bis-silyl enol ethers with 1-azido-2,2-dimethoxyethane and subsequent reductive cyclization
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The condensation of 1,3-bis-silyl enol ethers with 1-azido-2,2- dimethoxyethane and subsequent reductive cyclization allowed an efficient regio- and diastereoselective synthesis of a variety of 2-alkylidene-4- methoxypyrrolidines. The thermal elimination of methanol resulted in the formation of functionalized pyrroles. Similarly, 2,3,3a,4,5,6-hexahydro-2,3- benzopyrroles were prepared and transformed into 4,5,6,7-tetrahydro-2,3- benzopyrroles. In contrast, treatment of 2-alkylidenepyrrolidines with trifluoroacetic acid resulted in formation of indoles by [4 + 2] cycloaddition and subsequent extrusion of a nitrogen atom.
- Bellur, Esen,Goerls, Helmar,Langer, Peter
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p. 4751 - 4761
(2007/10/03)
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- Carbene and Silicon Routes toward a Simple Nitrile Ylide. Spectroscopic, Kinetic, and Chemical Characterization
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The generation and characterization of methyl nitrile ylide photochemically by addition of singlet methylene to acetonitrile and chemically from silylthioimidate and subsequent dipolar cycloaddition are carried out.
- Turro, Nicholas J.,Cha, Yuan,Gould, Ian R.,Padwa, Albert,Gasdaska, John R.,Tomas, Miguel
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p. 4415 - 4417
(2007/10/02)
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