A short new azulene synthesis

LT Scott, MA Minton, MA Kirms

文献索引：Scott, Lawrence T.; Minton, Mark A.; Kirms, Mark A. Journal of the American Chemical Society, 1980 , vol. 102, # 20 p. 6311 - 6314

全文：HTML全文

被引用次数: 56

摘要

Abstract: A short new azulene synthesis, requiring no dehydrogenation step, has been developed (Scheme I). Intramolecular carbene addition creates the bicyclic ring system of azulene with a high degree of unsaturation and versatile functionality in a single step from a simple benzene derivative. The synthesis is particularly amenable to preparation of specific I3C-and 2H-labeled azulenes.

52487-41-9

3,4-二氢-1(2H)-奥酮

~49%

~21%

Approach to the blues: A highly flexible route to the azulen...

[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]

Synthesis of 1, 1′-, 2, 2′-, 1, 2′-, and 2, 6′-Biazulenes an...

[Morita, Tadayoshi; Takase, Kahei Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 4 p. 1144 - 1152]

Coupling Reaction of Azulenyl-4, 4, 5, 5-tetramethyl-1, 3, 2...

[Kurotobi, Kei; Tabata, Hiroshi; Miyauchi, Masato; Murafuji, Toshihiro; Sugihara, Yoshikazu Synthesis, 2002 , # 8 p. 1013 - 1016]

Reaction of azulenes with 1-trifluoromethanesulfonylpyridini...

[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]