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Reaction of phenolic mannich bases with enamines. General synthesis of pyran‐containing fused ring systems
Author(s) -
Von Strandtmann Maximilian,
Cohen Marvin P.,
Shavel John
Publication year - 1970
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.5570070613
Subject(s) - chemistry , pyran , ring (chemistry) , mannich reaction , organic chemistry , combinatorial chemistry , catalysis
The reaction of o ‐phenolic Mannich bases with enamines yields cyclic O,N ‐acetals having a 2‐aminodihydropyran or a spiropyranopiperidine structure in common. The 2‐aminodihydro‐pyrans are easily converted to 2‐hydroxydihydropyrans and to pyrans. The preparation of a large variety of pyran‐containing fused ring systems is reported.