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Synthesis of 5-heteroarylazulenes: first selective electrophilic substitution at the 5-position of azulene
Authors:Taku Shoji  Shunji Ito  Kozo Toyota  Noboru Morita
Institution:a Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan
b Department of Frontier Materials Chemistry, Faculty of Science and Technology, Hirosaki University, Hirosaki 036-8561, Japan
c Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, Sendai 980-8577, Japan
d Department of Materials Chemistry and Engineering, College of Engineering, Nihon University, Koriyama 963-8642, Japan
Abstract:1,3-Di-tert-butylazulene reacted with highly electrophilic trifluoromethanesulfonate of N-containing heterocycles to give 5-(dihydroheteroaryl)azulene derivatives in good yield and treatment of the 5-(dihydroheteroaryl)azulene derivatives with KOH afforded 5-(heteroaryl)azulenes in excellent yield.
Keywords:Azulene  Heterocycle  Electrophilic substitution
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