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Synthesis of photochromic spirooxazines from 1-amino-2-naphthols

✍ Scribed by Vladimir Lokshin; André Samat; Robert Guglielmetti

Book ID
104207931
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
498 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

A synthetic access to photochromic spirooxazines is developed through the condensation of methylene-substituted azaheterocycles on 1-amino-2-naphthols in presence of an oxidizing agent.

Compared to usual preparation of this kind of compounds (via l-nitroso-2-naphthols), yields are generally good and approaches to further spiroheterocyclic oxazines are possible.

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## Abstract Condensation of the zinc salt, formed in nearly quantitative manner, with indoline bases (I) in the presence of cyclic amines affords the title compounds in moderate to good yields.