Abstract
Flash vacuum pyrolysis of ethyl 3-(3-methyl-5-oxo-2,5-dihydroisoxazole-2-yl)-3-phenylpropenoate yields 4-ethoxy-3-hydroxy-2-methyl-5-phenylpyridine in addition to the expected pyrrole. The structure assignment is based on two-dimensional NMR and computational evidence. The pyrolysis of the corresponding dimethyl amide gives a mixture of three 3-hydroxypyridines, in addition to the pyrrole. Evidence is presented for the formation of intermediate 1,4-oxazepines by a six-electron electrocyclic reaction of a carbene with ester or amide carbonyl groups.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: 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.