Abstract
Reported is the synthesis of indolizines 3 via the copper(I)-catalyzed [3+2] cyclization of pyridines 1 with alkenyldiazoacetates 2. This method is tolerant of a wide range of sensitive functional groups due to the mild nature of the reaction conditions, although the yields are often moderate. Electron-rich pyridines (R¹ = OMe, NMe2) are unsuitable substrates, and 2-substituted pyridines also led to sluggish reactivity. Pyridines 1 bearing 3-substituents gave a mixture of products 3, with EWGs favoring 6-substitution and alkyl groups/halogens favoring 4-substituted products. Three examples of benzo-fused pyridine substrates 4-6 were also presented. A tentative mechanism is proposed supported by theoretical calculations.
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.
