Synthesis of oxazolines and oxazines
Abstract
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.
- Inventors:
-
- Los Alamos, NM
- Issue Date:
- Research Org.:
- Los Alamos National Laboratory (LANL), Los Alamos, NM (United States)
- OSTI Identifier:
- 869711
- Patent Number(s):
- 5382665
- Assignee:
- United States of America as represented by United States (Washington, DC)
- Patent Classifications (CPCs):
-
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
- Subject:
- synthesis; oxazolines; oxazines; process; preparing; oxazoline; oxazine; compound; formula; str1; atom; selected; oxygen; sulfur; consisting; 1-10; alkyl; fluoroalkyl; aryl; substituted-aryl; comprising; ring-closing; str2; substituted; bromine; chlorine; presence; basic; reagent; essentially; fluoride; salt; supported; inorganic; solid; substrate; disclosed; compounds; 5-bromomethyl-2-phenyl-1; 3-oxazoline; 5-methylene-2-phenyl-1; 3-oxazine; 4-dimethyl-2-vinyl-1; atom selected; consisting essentially; fluoride salt; solid substrate; chlorine atom; organic solid; oxazine compound; /999/
Citation Formats
Benicewicz, Brian C, and Mitchell, Michael A. Synthesis of oxazolines and oxazines. United States: N. p., 1995.
Web.
Benicewicz, Brian C, & Mitchell, Michael A. Synthesis of oxazolines and oxazines. United States.
Benicewicz, Brian C, and Mitchell, Michael A. Sun .
"Synthesis of oxazolines and oxazines". United States. https://www.osti.gov/servlets/purl/869711.
@article{osti_869711,
title = {Synthesis of oxazolines and oxazines},
author = {Benicewicz, Brian C and Mitchell, Michael A},
abstractNote = {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.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {1995},
month = {1}
}
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
Oxazolines. Their preparation, reactions, and applications
journal, October 1971
- Frump, John A.
- Chemical Reviews, Vol. 71, Issue 5
Alumina-supported fluoride reagents for organic synthesis: optimisation of reagent preparation and elucidation of the active species
journal, January 1986
- Ando, Takashi; Brown, Stephen J.; Clark, James H.
- Journal of the Chemical Society, Perkin Transactions 2, Issue 8
Calcium fluoride-supported alkali metal fluorides. New reagents for nucleophilic fluorine transfer reactions
journal, January 1986
- Clark, James H.; Hyde, Andrew J.; Smith, David K.
- Journal of the Chemical Society, Chemical Communications, Issue 10
Fluoride ion Catalysed Michael Reactions
journal, August 1983
- Clark, James H.; Cork, David G.; Robertson, Malcolm S.
- Chemistry Letters, Vol. 12, Issue 8
Potassium Fluoride on Alumina. An Efficient Solid Base for Elimination, Addition, and Condensation
journal, June 1983
- Yamawaki, Junko; Kawate, Takehiko; Ando, Takashi
- Bulletin of the Chemical Society of Japan, Vol. 56, Issue 6
Fluoride Salts on Alumina as Reagents for Alkylation of Phenols and Alcohols
journal, August 1982
- Ando, Takashi; Yamawaki, Junko; Kawate, Takehiko
- Bulletin of the Chemical Society of Japan, Vol. 55, Issue 8
The synthesis of 1,4-diketones via fluoride-catalysed Michael addition and supported-permanganate-promoted nef transformation
journal, January 1983
- Clark, James H.; Cork, David G.; Gibbs, Hugh W.
- Journal of the Chemical Society, Perkin Transactions 1
N-ALKYLATION OF AMIDES AND N -HETEROCYCLES WITH POTASSIUM FLUORIDE ON ALUMINA
journal, August 1981
- Yamawaki, Junko; Ando, Takashi; Hanafusa, Terukiyo
- Chemistry Letters, Vol. 10, Issue 8