The novel transition metal free synthesis of 1, 1′-biazulene
T Shoji, S Ito, K Toyota, M Yasunami, N Morita
Index: Shoji, Taku; Ito, Shunji; Toyota, Kozo; Yasunami, Masafumi; Morita, Noboru Tetrahedron Letters, 2007 , vol. 48, # 29 p. 4999 - 5002
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Citation Number: 28
Abstract
Reaction of 1-azulenyl methyl sulfoxide (1) under acidic conditions gave the 1, 1′- biazulene derivative 3. Methylmercapt groups of 3 were readily converted to formyl groups by Vilsmeier reaction to afford 3, 3′-diformyl-1, 1′-biazulene (4), which reacted with pyrrole in the presence of acetic acid to give the parent 1, 1′-biazulene (5). Reaction of 5 with pyridine in the presence of Tf2O gave 3, 3′-dihydropyridyl-1, 1′-biazulene ...
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