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Original Articles

ORGANOPHOSPHORUS CHEMISTRY, 21.1 THE BEHAVIOUR OF 1-DICYANOMETHYLENE-ACENAPHTHEN-2-ONE AND 1-DICYANOMETHYLENE-3-INDANONE TOWARD ATTACK BY ALKYL PHOSPHITES

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Pages 217-225 | Received 26 Jun 1990, Accepted 27 Aug 1990, Published online: 28 Aug 2008
 

Abstract

Trialkyl phosphites (Ia-c) and dialkyl phosphonates (11a-c) attacked 1-dicyanomethylene-acenaphthen-2-one (9) at the α-carbon atom with respect to the nitrile group, to give phosphonate adducts 13a–c and 14a–c, respectively. The reaction proceeded according to 1:2 addition. On the other hand, 1 reacts with 1-dicyanomethylene-3-indanone (10) to give the respective O-alkylated products 17, while 11 attacked 10 at the β-carbon atom with respect to the nitrile group to give the corresponding phosphonates 18. Structures of the new compounds were confirmed on the basis of elemental analyses and spectral studies.

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