Synthesis of 2-aminobenzoxazoles using tetramethyl orthocarbonate or 1,1-dichlorodiphenoxymethane.
The synthesis of 2-aminobenzoxazoles can be readily achieved by two versatile, one-pot procedures utilizing commercially available tetramethyl orthocarbonate or 1,1-dichlorodiphenoxymethane, an amine, and an optionally substituted 2-aminophenol. The reactions were conducted under mild conditions and provided 2-aminobenzoxazoles in modest to excellent yields. A variety of amines and substituted 2-aminophenols were used to investigate the scope of the reactions.
Department of Discovery Research and Development, Chemistry, AMRI, 30 Corporate Circle, Albany, New York 12203-5098, United States.
Christopher L
CL
Cioffi
John J
JJ
Lansing
Hamza
H
Yüksel
D000588:Amines / Q000737:chemistry*; D000627:Aminophenols / Q000737:chemistry*; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
C000589594:1,1-dichlorodiphenoxymethane; D000588:Amines; D000627:Aminophenols; D001583:Benzoxazoles; D006843:Hydrocarbons, Chlorinated; C027667:2-aminophenol; D008697:Methane