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Heterocyclic Spiro‐naphthalenones. Part III. Synthesis and reactions of some spiro [naphthalene‐1,2′‐pyrrolidin]‐2‐ones and spiro [naphthalene‐2,2′‐pyrrolidin]‐1‐ones
Author(s) -
Berney Daniel,
Schuh Karlheinz
Publication year - 1979
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19790620437
Subject(s) - chemistry , naphthalene , medicinal chemistry , organic chemistry , stereochemistry
The spironaphthalen‐2‐ones 2, 10 and 18 were prepared by N ‐bromosuccinimide (NBS) oxidation of 1, 9 and 17 respectively, whereas spironaphthalen‐1‐ones 24 and 25 were obtained by treating 23 with NBS. The stereoisomeric reduction products 29, 30 and 32 obtained from 24 and 25 , gave the pentacyclic compound 33 on treatment with polyphosphoric acid.