Abstract
Abstract2,7‐Dihydroxy‐2H‐1,4‐benzoxazin‐3(4H)‐one 11 (DHBOA) and 2,4,7‐trihydroxy‐2H‐1,4‐benzoxazin‐3(4H)‐one 14 (TRIBOA) representing aglucones of naturally occurring acetal glucoside type allelo chemicals found in Gramineae have been for the first time synthesized by two pathways both involving selective reductive cyclizations of appropriate 7‐benzyloxy‐2‐nitrophenol derivatives as precursors. TRIBOA 14 and its bioactive naturally occurring 7‐methyl ether DIMBOA have been found to undergo a hitherto unknown transformation to the corresponding 2,6‐dibromo substituted lactam forms 20 and 21 in the presence of hydrogen bromide in acetic acid, which is of value in a better understanding of the possible mode of bioactivity.
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.