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Synthesis of oxazolines and oxazines

Patent ·
OSTI ID:869711
 [1];  [1]
  1. Los Alamos, NM
+ Show Author Affiliations

A process of preparing an oxazoline or oxazine compound of the formula ##STR1## wherein X is an atom selected from the group of oxygen and sulfur, R is selected from the group consisting of C.sub.1-10 alkyl, C.sub.1-10 fluoroalkyl, aryl and substituted-aryl, and n is 2 or 3 comprising ring-closing a compound of the formula ##STR2## wherein X is an atom selected from the group of oxygen and sulfur, R is selected from the group consisting of C.sub.1-10 alkyl, C.sub.1-10 fluoroalkyl, aryl, and substituted aryl, n is 2 or 3, and Y is a bromine or chlorine atom in the presence of a basic reagent consisting essentially of a fluoride salt supported on an inorganic solid substrate is disclosed together with the compounds, 5-bromomethyl-2-phenyl-1,3-oxazoline, 5-methylene-2-phenyl-1,3-oxazine and 4,4-dimethyl-2-vinyl-1,3-oxazoline.

Research Organization:
Los Alamos National Laboratory (LANL), Los Alamos, NM
Assignee:
United States of America as represented by United States (Washington, DC)
Patent Number(s):
US 5382665
OSTI ID:
869711
Country of Publication:
United States
Language:
English

References (8)

Potassium Fluoride on Alumina. An Efficient Solid Base for Elimination, Addition, and Condensation journal June 1983
The synthesis of 1,4-diketones via fluoride-catalysed Michael addition and supported-permanganate-promoted nef transformation journal January 1983
Alumina-supported fluoride reagents for organic synthesis: optimisation of reagent preparation and elucidation of the active species journal January 1986
Calcium fluoride-supported alkali metal fluorides. New reagents for nucleophilic fluorine transfer reactions journal January 1986
N-ALKYLATION OF AMIDES AND N -HETEROCYCLES WITH POTASSIUM FLUORIDE ON ALUMINA journal August 1981
Fluoride Salts on Alumina as Reagents for Alkylation of Phenols and Alcohols journal August 1982
Oxazolines. Their preparation, reactions, and applications journal October 1971
Fluoride ion Catalysed Michael Reactions journal August 1983

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Related Subjects

/999/
1-10
3-oxazine
3-oxazoline
4-dimethyl-2-vinyl-1
5-bromomethyl-2-phenyl-1
5-methylene-2-phenyl-1
alkyl
aryl
atom
atom selected
basic
bromine
chlorine
chlorine atom
compound
compounds
comprising
consisting
consisting essentially
disclosed
essentially
fluoride
fluoride salt
fluoroalkyl
formula
inorganic
organic solid
oxazine
oxazine compound
oxazines
oxazoline
oxazolines
oxygen
preparing
presence
process
reagent
ring-closing
salt
selected
solid
solid substrate
str1
str2
substituted
substituted-aryl
substrate
sulfur
supported
synthesis