Preparation of nitrogen-containing π-deficient heteroaromatic grignard reagents: oxidative magnesiation of nitrogen-containing π-deficient halogenoheteroaromatics …

O Sugimoto, S Yamada, K Tanji

Index: Sugimoto, Osamu; Yamada, Shigeru; Tanji, Ken-Ichi Journal of Organic Chemistry, 2003 , vol. 68, # 5 p. 2054 - 2057

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Citation Number: 26

Abstract

The oxidative magnesiation of nitrogen-containing π-deficient halogenoheteroaromatics using active magnesium was accomplished. Both magnesiation followed by addition of a carbonyl compound (Grignard reaction) and magnesiation in the presence of a carbonyl compound (Barbier reaction) were carried out to afford the corresponding product. Especially, the latter method enabled fused halogenodiazines such as 4-chloro-1-phenyl- ...