THE REACTION OF WITTIG-HORNER REAGENTS AND PHOSPHACUMULENES WITH NITROSONAPHTHOL

Abstract

Wittig-Homer reagent 1a reacts with 2-nitroso-1-naphthol 3 to give the olefinic adduct 5, the alkylated product 4 and the dimeric compound 6. When 2-nitroso-1-naphthol 3 reacts with Wittig- Homer reagents 1b,c. the corresponding phosphonate adducts 8a,b together with compounds 4 and 6 were obtained. Oxovinylidenetriphenylphosphorane 2 reacts with 3 to give the corresponding phosphoranylidenecyclobutylidene adduct 10 and triphenylphosphine oxide. The structural assignments of the new products are based on compatible analytical and spectroscopic results.

Key Words:

• Wittig-Homer reagents (1a-c)
• phosphacumulene (2)
• 2-nitroso-1-naphthol 3
• The alkylated product 4
• the olefinic adducts 5
• the dimeric product 6
• the phosphonate adducts 8a, b and the phosphoranylidene cyclobutylidene adduct 10