Abstract
The regioselective functionalization reaction of unprotected carbazoles with donor-acceptor (D-A) cyclopropanes has been demonstrated for the first time. With Sc(OTf)3 as Lewis acid catalyst, the N-H functionalization of carbazoles takes place through a highly selective nitrogen-initiated nucleophilic ring opening reaction. Significantly, by engaging TfOH as Brønsted acid catalyst, a straightforward C-H functionalization at the 3-position of the unprotected carbazole proceeds via Friedel-Crafts-type addition. This strategy facilitates the diversity-oriented synthesis of carbazole-containing heterocycles and expands the novel application of D-A cyclopropanes.
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.
