Novel photochemical ring contraction of 1-naphthols promoted by aluminum halides

K Kakiuchi, B Yamaguchi, Y Tobe

Index: Kakiuchi, Kiyomi; Yamaguchi, Bunji; Tobe, Yoshito Journal of Organic Chemistry, 1991 , vol. 56, # 20 p. 5745 - 5747

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Citation Number: 4

Abstract

Summary: Irradiation of 1-naphthol (la) and its 2-alkyl and 6-methoxy derivatives lb-d with 5 equiv of AlCl, or A1Br3 in CH2C12 gave (chloromethy1) indanones 4a-d in 41-72% yields. Irradiation of la with A1Br3 in CHzBrz afforded (bromomethy1) indanone 5a in 54%. 3- Methyl derivative le was unreactive and 4-methyl derivative If underwent isomerization to le.