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The reaction of Wittig and Wittig–Horner reagents with dicyanomethylene derivatives of fluorenone, xanthone, and thiaxanthone. A novel synthesis of phosphoranylidenecyclobutylidene derivatives

✍ Scribed by Leila S. Boulos; Hoda A. Abd-El-Malek

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 211 KB
Volume: 10
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1999)10:4<263::aid-hc1>3.0.co;2-i

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✦ Synopsis

Wittig reagents 1a,b react with dicyanomethylene derivatives of fluorenone (3) and xanthone (4) to give the corresponding phosphoranylidenecyclobutylidene adducts 6a, 6b, 9a, and 9b. On the other hand, the reaction of Wittig-Horner reagents (2) with the same nitriles 3 and 4 afforded the respective phosphonate adduct 8 and the alkylated product 10. A mechanism that accounts for the formation of the new products is presented.

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