Direct synthesis of 2-arylazulenes by [8+2] cycloaddition of 2H-cyclohepta[b]furan-2-ones with silyl enol ethers. Issue 10 (8th January 2020)

• Record Type: Journal Article
• Authors: Shoji, Taku; Sugiyama, Shuhei; Kobayashi, Yoshiaki; Yamazaki, Akari; Ariga, Yukino; Katoh, Ryuzi; Wakui, Hiroki; Yasunami, Masafumi; Ito, Shunji
• Is Part Of: Chemical communications. Volume 56:Issue 10(2020)
• Page Start: 1485
• Page End: 1488
• Publication Date: 2020-01-08
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc09376a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : We have developed a procedure for the direct synthesis of 2-arylazulenes. The 2-arylazulenes are formed in moderate to excellent yields by [8+2] cycloaddition of 2 H -cyclohepta[ b ]furan-2-one derivatives with aryl-substituted silyl enol ethers. Abstract : We developed a procedure for the direct synthesis of 2-arylazulenes, which were obtained in moderate to excellent yields, by [8+2] cycloaddition of 2 H -cyclohepta[ b ]furan-2-ones with aryl-substituted silyl enol ethers. The structures of some 2-arylazulenes were clarified by single-crystal X-ray analysis. The 2-phenylazulene derivatives obtained by this study showed noticeable fluorescence in acidic media.