Synthesis and Reactions of 3-Ethynyl-2-(Triphenylphosphoimino)-1-azaazulenes
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概要
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3-(Trimethylsilylethynyl)- and 3-(phenylethynyl)-2-(triphenylphosphoimino)-1-azaazulenes were synthesized by the Appel reaction of the corresponding 2-amino-3-ethynyl-1-azaazulenes. Reaction of 3-(phenylethynyl)-2-(triphenylphosphoimino)-1-azaazulene (8b) with Cu(OTf)_2 gave 3-(2-oxophenethyl)-2-(triphenylphosphoimino)-1-azaazulene (11), 3-(1,2-dioxophenethyl)-2-(triphenylphosphoimino)-1-azaazulene (12), and 2-amino-3-(1,2-dioxophenethyl)-1-azaazulene (13). The structure of 13 was decided by X-ray structure analysis, and the structure of 12 was discussed by molecular orbital calculation. Reaction of 8b with aryl isocyanate in the presence of benzoyl peroxide gave 1,10-diazabenz[a]azulene derivative.
著者
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Kakehi A
Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University
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Akikazu Kakehi
Department Of Chemistry And Material Engineering Faculty Of Engineering Shinshu University
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Fujii Hiroyuki
Yamaguchi Univ. Yamaguchi Jpn
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Abe Noritaka
Tokyo Univ. Sci. Chiba Jpn
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Nagamatsu Kentaro
Yamaguchi Univ. Yamaguchi Jpn
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