The Reactions of Wittig-Horner Reagents with 1,3-Dioxo-δ2,αindanmalononitrile. -The reaction of title compound (II) with reagents (Ia)-(Ie) affords different products depending on the nature of the phosphonate and the stability of the addition products. -(BOULOS, L. S.; YAKOUT,
ChemInform Abstract: The Reaction of Wittig and Wittig—Horner Reagents and Alkyl Phosphites with 1,2-Naphthoquinone-1-benzimide.
✍ Scribed by Mona H. N. Arsanious
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 31 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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✦ Synopsis
The Reaction of Wittig and Wittig-Horner Reagents and Alkyl Phosphites with 1,2-Naphthoquinone-1-benzimide.
-In order to determine the preferential site of attack of organophosphorus reagents towards quinone imines, the action of phosphonium ylides (II), the anions of phosphonoacetates (V), and alkyl phosphite on the title compound (I) is examined. A new pattern of Wittig reagents (II) is discovered as well as an establishment of a novel method for the synthesis of new phosphonate products using Wittig-Horner reagents (V). Towards alkyl phosphites, (I) behaves in a manner different from that of the title reagents. -(ARSANIOUS,
📜 SIMILAR VOLUMES
Wittig-Horner reagents (1a-e) react with 1,3-dioxo-D 2,␣ -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, 1 H, 31 P NMR, and MS). The mechanism that accounts fo
4-Hydroxycoumarin (1) reacted with Wittig reagents (2) to give 4-benzoylmethylcoumarin (5A) or [3-(4-hydroxycoumarinyl)]carbonylmethylenetriphenylphosphorane (6) depending upon the nature of the phosphorus ylide used. Dialkyl phosphonates (3a,b) and trialkyl phosphites (4a,b) converted 1 into the re
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