Tetrahedron

Efficient preparation of 2-azulenylboronate and Miyaura-Suzuki cross-coupling reaction with aryl bromides for easy access to poly (2-azulenyl) benzenes

…, T Terazono, T Kubo, T Okujima, N Morita, T Murafuji…

Index: Ito, Shunji; Terazono, Tomomi; Kubo, Takahiro; Okujima, Tetsuo; Morita, Noboru; Murafuji, Toshihiro; Sugihara, Yoshikazu; Fujimori, Kunihide; Kawakami, Jun; Tajiri, Akio Tetrahedron, 2004 , vol. 60, # 25 p. 5357 - 5366

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Citation Number: 39

Abstract

This paper describes an efficient preparation of 2-azulenylboronate () starting from 2- iodoazulene by halogen–metal exchange reaction using n-BuLi and subsequent quenching with 2-isopropoxy-4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolane. The boronate has been found to undergo Pd-catalyzed Miyaura-Suzuki cross-coupling reaction with a range of aryl bromides including aromatic poly bromides utilizing Pd2 (dba) 3–P (t-Bu) 3 as a catalyst ...