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- W2000861747 abstract "The synthesis of 1- and 2-aryl-substituted (aryl = Ph, 4-NO2C6H4, and 4-MeOC6H4) 4, 6, 8-trimethylazulenes (4 and 3, respectively) in moderate yields by direct arylation of 4, 6, 8-trimethylazulene (8) with the corresponding arylhydrazines 13 in the presence of CuIIions in pyridine (see Scheme 4) as well as with 4-MeOC6H4Pb(OAc)3 (16) in CF3COOH (see Scheme 5) is described. With 13, also small amounts of 1, 2- and 1, 3-diarylated azulenes (see 14 and 15, respectively, in Scheme 4) are formed. The 4-methoxyphenylation of 8 with 16 yielded also the 1, 1′-biazulene 17 in minor amounts (see Scheme 5). 4, 6, 8-Trimethyl-2-phenylazulene (3a) was also obtained as the sole product in moderate yields by the reaction of sodium phenylclopentadienide (1a) with 2, 4, 6-trimethylpyrylium tetrafluoroborate (2) in THF (Scheme 1). The attempted phenylation of 8 as well as of azulene (9) itself with N-nitroso-N-phenylacetamide (10) led only to the formation of the corresponding 1-(phenylazo)-substituted azulenes 12 and 11, respectively (Scheme 3)." @default.
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- W2000861747 date "1994-09-21" @default.
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- W2000861747 title "Radical Arylation Reactions of 4, 6, 8-Trimethylazulene" @default.
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- W2000861747 doi "https://doi.org/10.1002/hlca.19940770613" @default.
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