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Heterocyclic systems. II. Synthesis of 4 H ,6 H ‐pyrrolo[1,2‐ a ][4,1]benzoxazepine
Author(s) -
Massa Silvio,
Corelli Federico,
Stefancich Giorgio
Publication year - 1981
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.5570180442
Subject(s) - chemistry , sodium borohydride , lithium (medication) , intramolecular force , aluminum hydride , pyrrole , medicinal chemistry , stereochemistry , borohydride , combinatorial chemistry , organic chemistry , ion , catalysis , medicine , methoxide , endocrinology
The reduction of 1‐(2‐methoxycarbonylphenyl)pyrrole‐2‐carboxaldehyde by lithium aluminum hydride led to 1‐(2‐hydroxymethylphenyl)‐2‐hydroxymethylpyrrole, which was in turn transformed into 4 H ,6 H ‐pyrrolo‐[1,2‐ a ][4,1]benzoxazepine through intramolecular dehydration. The reductive action of sodium borohydride, instead, allowed the preparation of 6‐oxo‐4 H ‐pyrrolo[1,2‐ a ][4,1]benzoxazepine.