Modular Synthesis of Alkenyl Sulfamates and -Ketosulfonamides via Sulfur(VI) Fluoride Exchange (SuFEx) Click Chemistry and Photomediated 1,3-Rearrangement. Academic Article uri icon

abstract

  • Herein, we report a synthesis of medicinally relevant -ketosulfonamides via a photomediated 1,3-rearrangement of alkenyl sulfamates. This protocol tolerates a wide array of sensitive functional groups including alkenes, alkynes, and nitrogen-based heterocycles. Additionally, this work provides a general approach toward alkenyl sulfamates via a two-step Sulfur(VI) Fluoride Exchange (SuFEx) sequence capitalizing on SO2F2 as a linchpin to efficiently couple readily available ketones and amines without a large excess of either partner.

published proceedings

  • Org Lett

altmetric score

  • 21.8

author list (cited authors)

  • Sousa E Silva, F. C., Doktor, K., & Michaudel, Q.

citation count

  • 9

complete list of authors

  • Sousa E Silva, Felipe Cesar||Doktor, Katarzyna||Michaudel, Quentin

publication date

  • July 2021