Abstract
O-Acetoacetylbenzamide oxime derivatives (2) were prepared from benzamide oxime derivatives (1) and diketene at low temperature in almost quantitative yields. Cyclization of 2 in the presence of a strong base proceeded with elimination of acetone to afford 3-aryl-1, 2, 4-oxadiazolin-5-one derivatives (4) in 77-95% yields. However, in the cases of the o-, m-, and p-nitrobenzamide oxime derivatives (2f-h), the reaction proceeded with dehydration even in the presence of a strong base to afford 5-acetonyl-3-aryl-1, 2, 4-oxadiazole derivatives (3f-h) in moderate yields. Possible mechanisms of these cyclization are discussed.
Sign-in/Register to access full text options 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
