Synthesis of 1, 1′-, 2, 2′-, 1, 2′-, and 2, 6′-Biazulenes and Their Derivatives by Ullmann Reaction
T Morita, K Takase
Index: Morita, Tadayoshi; Takase, Kahei Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 4 p. 1144 - 1152
Full Text: HTML
Citation Number: 35
Abstract
Four kinds of biazulenes, 1, 1′-(1a), 2, 2′-(2a), 1, 2′-(3a), and 2, 6′-biazulenes (4a), and their derivatives were synthesized by utilizing Ullmann-type coupling of haloazulene derivatives. Ullmann reaction of ethyl 3-iodo-(5a) and 2-iodoazulene-1-carboxylates (6b) gave diethyl 1, 1′-biazulene-3, 3′-dicarboxylate (1b) and diethyl 2, 2′-biazulene-1, 1′- dicarboxylate (2b), respectively, in excellent yields. The reaction of 2-iodoazulene gave 2a ...
Related Articles:
Approach to the blues: A highly flexible route to the azulenes
[Carret, Sebastien; Blanc, Aurelien; Coquerel, Yoann; Berthod, Mikael; Greene, Andrew E.; Depres, Jean-Pierre Angewandte Chemie - International Edition, 2005 , vol. 44, # 32 p. 5130 - 5133]
Coupling Reaction of Azulenyl-4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolanes with Haloazulenes
[Kurotobi, Kei; Tabata, Hiroshi; Miyauchi, Masato; Murafuji, Toshihiro; Sugihara, Yoshikazu Synthesis, 2002 , # 8 p. 1013 - 1016]
[Ito, Shunji; Yokoyama, Ryuji; Okujima, Tetsuo; Terazono, Tomomi; Kubo, Takahiro; Tajiri, Akio; Watanabe, Masataka; Morita, Noboru Organic and biomolecular chemistry, 2003 , vol. 1, # 11 p. 1947 - 1952]
[Scott, Lawrence T.; Minton, Mark A.; Kirms, Mark A. Journal of the American Chemical Society, 1980 , vol. 102, # 20 p. 6311 - 6314]
[Scott, Lawrence T.; Minton, Mark A.; Kirms, Mark A. Journal of the American Chemical Society, 1980 , vol. 102, # 20 p. 6311 - 6314]