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Unusual schmidt rearrangement of 7,7a,8,9,10,12‐hexahydro benzo[ h ]pyrrolo[1,2‐ b ]‐isoquinoline‐7,10‐dione
Author(s) -
Mérour JeanYves,
Piroëlle Simone,
Faure Robert
Publication year - 1994
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570310124
Subject(s) - chemistry , isoquinoline , sodium azide , schmidt reaction , derivative (finance) , sulfuric acid , stereochemistry , azide , carbon 13 nmr , medicinal chemistry , organic chemistry , financial economics , economics
The reaction of 7,7a,8,9,10,12‐hexahydrobenzo[ h ]pyrrolo [1,2‐ b ]isoquinoline‐7,10‐dione 2 with sodium azide in sulfuric acid afforded the unexpected cyano derivative 5 . The proposed structure for 5 is supported by 13 C nmr, 1 H nmr and HMBC spectra.