Unusual reaction of adamantane-1-carboxylic acid and adamantane-1-carbonyl chloride with acetonitrile and carbon tetrachloride in the presence of VO (acac) 2

RI Khusnutdinov, NA Shchadneva…

Index: Khusnutdinov, R. I.; Shchadneva, N. A.; Mayakova, Yu. Yu.; Dzhemilev, U. M. Russian Journal of Organic Chemistry, 2012 , vol. 48, # 9 p. 1252 - 1253,2 Zhurnal Organicheskoi Khimii, 2012 , vol. 48, # 9 p. 1252 - 1253,2

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Abstract

The presence of an electron-withdrawing group at the bridgehead position of adamantane molecule is known to considerably reduce its reactivity in substitution reactions, for that substituent somewhat restricts introduction of a second functional group into the adamantane core. This relation is clearly demonstrated by the reactions of adamantane-1- carboxylic acid (I) with PCl3 and SOCl2, which lead to the formation of adamantane-1- ...