@article{oai:soar-ir.repo.nii.ac.jp:00019889,
 author = {Shoji, Taku and Sugiyama, Shuhei and Araki, Takanori and Ohta, Akira and Sekiguchi, Ryuta and Ito, Shunji and Mori, Shigeki and Okujima, Tetsuo and Yasunami, Masafumi},
 issue = {18},
 journal = {ORGANIC & BIOMOLECULAR CHEMISTRY},
 month = {May},
 note = {The SNAr reaction of 2-chloroazulene derivative 1 with ethoxycarbonyl groups at the 1,3-positions of the azulene ring with several amines afforded the corresponding 2-aminoazulenes 3-9 in excellent yields. 2-Chloroazulene (2) without the electron-withdrawing groups reacted with highly nucleophilic cyclic amines (i.e., morpholine, piperidine and pyrrolidine) under the high-temperature conditions in a sealed tube to produce the corresponding 2-aminoazulenes 10-12 in good yields. 2-Aminoazulenes 10-14 without the electron-withdrawing groups were also obtained in good yields by the treatment of compounds 3-7 with 100% H3PO4, but in the cases of the reaction of 8 and 9 with a secondary amine function, the decomposition of the products resulted. The synthesis of 2-arylazoazulenes 15-18 was also established via the SNAr reaction of 1 with arylhydrazines. The optical and electrochemical properties of the 2-arylazoazulene derivatives were examined by UV/Vis spectroscopy, theoretical calculations and voltammetric experiments., Article, ORGANIC & BIOMOLECULAR CHEMISTRY. 94(10):3917-3923 (2017)},
 pages = {3917--3923},
 title = {Synthesis of 2-amino- and 2-arylazoazulenes via nucleophilic aromatic substitution of 2-chloroazulenes with amines and arylhydrazines},
 volume = {15},
 year = {2017}
}