Magnesium-Promoted Reductive Silylation and Acylation of Tropone and Tropone Acetal

…, K Nagakubo, M Nishi, M Nishimura…

Index: Maekawa, Hirofumi; Nagakubo, Keisuke; Nishi, Midori; Nishimura, Makoto; Nagahara, Daisuke Bulletin of the Chemical Society of Japan, 2013 , vol. 86, # 10 p. 1183 - 1189

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Abstract

Magnesium-promoted reductive coupling of chlorotrialkylsilanes and tropone or tropone acetal in DMF, followed by oxidation with 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone in benzene gives 2-trialkylsilyltropones as the main product, and the reductive coupling of tropone with acid anhydrides under similar reaction conditions yields benzene derivatives after ring contraction.