Functionalization of 2, 2′-Bipyridines in Their 4 and 5 Positions. Synthesis of 5-Ethynyl-2, 2′-bipyridine

J Polin, E Schmohel, V Balzani

Index: Polin, Johann; Schmohel, Erich; Balzani, Vincenzo Synthesis, 1998 , # 3 p. 321 - 324

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Citation Number: 35

Abstract

Abstract: The synthesis of 5-ethynyl-2, 2ó-bipyridine (9) from 5-methyl-2, 2ó-bipyridine (5) is reported. The conversion of the methyl derivative, which is the most common starting material to further substitution, involves the preparation of 2, 2ó-bipyridine-5-carbaldehyde (6). Corey–Fuchs olefination and subsequent hydrolysis yields the target compound 9. The multistep synthesis is discussed with respect to alternative routes and compared with ...