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An approach to tetrahydrobenz[ b,d ]pyrans and hexahydrophenanthridines by reaction of dilithiated phenol and aniline with pulegone
Author(s) -
Pedaja Peter,
Westerlund Christer,
Hallberg Anders
Publication year - 1986
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.5570230517
Subject(s) - chemistry , pulegone , aniline , lithium (medication) , pyran , phenol , organic chemistry , medicinal chemistry , food science , essential oil , medicine , endocrinology
7,8,9,10‐Tetrahydro‐6,6,9‐trimethyldibenzo[ b,d ]pyran and 5,6,7,8,9,10‐hexahydro‐6,6,9‐trimethylphenanthridine have been prepared by reaction of pulegone with lithium ortho ‐lithium phenolate and lithium ortho‐ lithium N ‐trimethylsilylaniline. The cyclization into the annellated systems could be performed under essentially non‐acidic conditions.