The reactions of Wittig-Horner reagents with 1,3-dioxo-?2,?-indanmalononitrile

Abstract

Wittig–Horner reagents (1a–e) react with 1,3‐dioxo‐Δ2,α‐indanmalononitrile (2) to give the phosphonate adducts 3, 4, 5, 6, and 7, respectively. Structural reasoning for the new products was based on compatible analytical and spectral data (IR, 1H, 31P NMR, and MS). The mechanism that accounts for the formation of the new adducts is discussed. © 1997 John Wiley & Sons, Inc. Heteroatom Chem 8: 253–257, 1997.

The reaction of organophosphorus reagents with substituted‐1,3‐diphenylpropanetrione: New synthesis of azaphospholene derivatives

“…We have reported [1] that trialkyl phosphites (1a-c) react with 2-(phenylimino)-1,3-diphenylpropanedione (2a) and 2-(phenylmethylene)-1,3-diphenylpropane dione (2b) to give the corresponding phosphonate adducts (3a-c) and (4a-c), respectively (Scheme 1). As part of our continuing interest in organophosphorus syntheses [2][3][4][5][6][7][8][9][10], we describe here the reactivity of 1,3-(phenylimino)-3-(ylidenemethylacetate)-1-propanone (5) toward trisdialkylaminophosphines (6a,b) and trialkyl phosphites (1a-c). The purpose of this study was to determine the preferential site of attack by these reagents.…”