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- W2140500178 abstract "A study of the intramolecular dipolar cycloaddition reactions of a series of allenyl and alkynyl nitrones has been carried out. Phenylhydroxylamine readily reacts with o-(1,2-propadienyloxy)benzaldehyde to give a dioxaazabicyclo[3.2.1]octene. The intramolecular 3+2-cycloaddition of 2-(1,2-propynyloxy)benzaldehyde and N-methylhydroxylamine was also studied. In this case, the major cycloadduct formed was identified as 4-methyl-2,5-endo-oxo-2,3,4,5-tetrahydro[1,4]benzoxazepin. The formation of this novel rearranged product involves an initial dipolar cycloaddition across the acetylenic π-bond to give the expected 4-isoxazoline as a transient intermediate. The next step proceeds by homolysis of the O-N linkage and this is followed by ring closure to produce an aziridine which undergoes further C-C bond cleavage. The resulting azomethine ylide is converted to the final rearranged product by means of an ortho-quinone methide intermediate. Phenylsulfonyl activated allenes were also found to react with alkylhydroxylamines to give nitrones which undergo cycloaddition with the neighboring π-bond to afford the resulting bicyclic nitrogen heterocycles." @default.
- W2140500178 created "2016-06-24" @default.
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- W2140500178 date "1995-01-01" @default.
- W2140500178 modified "2023-10-16" @default.
- W2140500178 title "Synthesis of novel bicyclic nitrogen heterocycles by the intramolecular dipolar cycloaddition reaction of nitrones with allenes and alkynes" @default.
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- W2140500178 cites W1981052533 @default.
- W2140500178 cites W1988412846 @default.
- W2140500178 cites W1989489348 @default.
- W2140500178 cites W1991177592 @default.
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- W2140500178 cites W1996469173 @default.
- W2140500178 cites W1996612724 @default.
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- W2140500178 cites W1999630863 @default.
- W2140500178 cites W2002473828 @default.
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- W2140500178 cites W2016717455 @default.
- W2140500178 cites W2017724638 @default.
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- W2140500178 doi "https://doi.org/10.1016/0040-4020(94)00966-x" @default.
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