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- W2020573208 abstract "Abstract Vapour phase pyrolysis of 1(H)-benzotriazoles, naphthotriazoles and pyridotriazoles results in N2-loss and formation of cyanocyclopentadienes, cyanoindenes and cyanopyrroles respectively. The mechanism of the ring contraction is discussed in terms of a Wolff rearrangement of the 1,3-biradicals formed initially. The CN group in the products is shown to undergo sigmatropic shifts at elevated temperatures; thus 9,10-phenanthrotriazole gives 9-cyanofluorene, which is converted to the 1-cyanoisomer at 1000°. Similar CN migrations, mainly to the ortho positions are observed in benzyl cyanide and diphenylacetonitrile. Methylcyanocyclopentadienes undergo symmetry—allowed H2-loss and ring expansion to benzonitriles above 700°." @default.
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- W2020573208 date "1971-01-01" @default.
- W2020573208 modified "2023-09-27" @default.
- W2020573208 title "Pyrolysis of 1(H)-triazoloarenes. Ring contraction of 5-ring nitriles, and CN-group migration" @default.
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- W2020573208 doi "https://doi.org/10.1016/s0040-4020(01)92485-8" @default.
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