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Preparation of 2‐isoxazolines from C (α), O ‐dilithiooximes and aldehydes and ketones
Author(s) -
Park Charles A.,
Beam Charles F.,
Kaiser Edwin M.,
Kaufman Robert J.,
Henoch Fred E.,
Hauser Charles R.
Publication year - 1976
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.5570130306
Subject(s) - chemistry , condensation , ketone , medicinal chemistry , organic chemistry , thermodynamics , physics
C(α),O ‐Dilithiooximes were condensed with aldehydes and ketones to give β‐hydroxyoximes which were usually isolated and characterized. These materials could be acid‐cyclized to give the 2‐isoxazoline. When the dianion was condensed with p‐anisaldehyde, it was not necessary to isolate the intermediate; direct acid‐cyclization after condensation led to the 2‐isoxazoline.