1991
DOI: 10.1021/jo00019a024
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Indolizines. 5. Preparation and structural assignments of azaindolizinols

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Cited by 38 publications
(9 citation statements)
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“…We chose to prepare the pyrrolo [1,2-b]pyridazines 4-12 by cyclization of pyridazine 1 with diphenylcyclopropenone 2 to give the pyrrolo [1,2-b]pyridazin-5-ol 3 [4] followed by further functionalisation of the hydroxy group (Scheme 1, Table 1). The esters 4-6, ethers 7 and 8, carbonate 9, and carbamate 10 were prepared essentially as reported before for similar structures [2,4] ; treatment of the intermediate hydroxy compound 3 with acid chloride or anhydride, alkyl halide, chloroformate, or isocyanate in the presence of a suitable base.…”
Section: Resultsmentioning
confidence: 99%
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“…We chose to prepare the pyrrolo [1,2-b]pyridazines 4-12 by cyclization of pyridazine 1 with diphenylcyclopropenone 2 to give the pyrrolo [1,2-b]pyridazin-5-ol 3 [4] followed by further functionalisation of the hydroxy group (Scheme 1, Table 1). The esters 4-6, ethers 7 and 8, carbonate 9, and carbamate 10 were prepared essentially as reported before for similar structures [2,4] ; treatment of the intermediate hydroxy compound 3 with acid chloride or anhydride, alkyl halide, chloroformate, or isocyanate in the presence of a suitable base.…”
Section: Resultsmentioning
confidence: 99%
“…The esters 4-6, ethers 7 and 8, carbonate 9, and carbamate 10 were prepared essentially as reported before for similar structures [2,4] ; treatment of the intermediate hydroxy compound 3 with acid chloride or anhydride, alkyl halide, chloroformate, or isocyanate in the presence of a suitable base.…”
Section: Resultsmentioning
confidence: 99%
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“…After twenty years, a group of American scientists reinvestigated the reaction of diphenyl-cyclopropenone with pyridazine and other azines. [29][30][31] Starting from inconsistencies between various physical properties (melting point, NMR data) of the obtained compounds and those reported by Lown and Matsumoto, it was postulated that the initially assumed structures were incorrect. Thus, NOE experiments performed on the hydroxy-indolizine acetates showed that the hydroxy group is in the 5 position.…”
mentioning
confidence: 99%