Abstract
AbstractHerein, we report a mild method for the synthesis of oxaspirocyclohexadienones by using a combination of Lewis acid‐HFIP mediated [2+3]‐annulation of p‐quinone methides (p‐QMs) and iodonium ylides. The proposed mechanism proceeds through a one‐pot sequence of carbonyl activation/cyclopropyl formation/Cloke‐Wilson rearrangement to provide a broad range of oxaspirocyclohexadienones in moderate to high yields. Interestingly, the spiro‐annulated products were further converted to tetrahydroxanthane derivatives via BF3.OEt2 mediated dienone‐phenol rearrangement pathway. Moreover, the spiro‐annulated derivatives also showed a moderate anti‐tuberculosis activity against Mycobacterium tuberculosis H37Ra ATCC25177.
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.
