Tetrahedron

Reactivity of naphthol towards nucleophiles in anodic oxidation

HR El-Seedi, S Yamamura, S Nishiyama

Index: El-Seedi, Hesham R; Yamamura, Shosuke; Nishiyama, Shigeru Tetrahedron, 2002 , vol. 58, # 37 p. 7485 - 7489

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Citation Number: 9

Abstract

Reactivity of the anodic oxidation of 4-methoxy-1-naphthol 1 in the presence of nucleophiles has been investigated. The reaction with electron-rich alkenic nucleophiles such as 1- methoxy-4-propenylbenzene 2 and isosafrole 3 gave a very high yield, whereas the reaction with dihydropyran 4 and dihydrofuran 5 gave a moderate yield, but with ethyl vinyl ether 6 gave a very low yield of the substituted dihydronaphthofuran derivatives 7–10 and 12, ...