The pharmaceutical industry relies heavily on nitrogen heterocycles, which include substituted pyrrolidines and piperidines, and has a constant demand for economical and facile method. In recent decades, great advances have been made towards synthesis of these compounds with the use of hypervalent iodine, an economical and environment-friendly oxidant. Here we report a novel endo-sulfamination of tethered aminoalkenes yielding nitrogen heterocycle dimer bridged by sulfate. This method produces 5-, 6-, and 7-membered rings in very good to excellent yields and can be applied to chloroamination and nitration, with a very wide substrate scope. This metal-free method relies on in situ-generated hypervalent iodine species. The reaction proceeds at room temperature and is air and water tolerant.

Intramolecular difunctionalizations of tethered aminoalkenes with catalytic hypervalent iodine

Macromolecular Chemistry: The Second Century

[Author Benefits](https://scimeetings.acs.org/?utm_source=pubs_content_marketing&utm_medium=website&utm_campaign=0320_MCF_NPI_Launch_Spring_Homepage&ref=pubs_content_marketing)

[How to use SciMeetings](https://storage.googleapis.com/dl.morressier.com/acs/SciMeetings-ACSSpring2020-HowToGuide_M3020-Final.pdf)

[Frequently Asked Questions](https://storage.googleapis.com/dl.morressier.com/acs/SciMtng_ACSNMSp2020_FAQ_M3120_Final.pdf)

ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.