Cycloadditions of Donor–Acceptor Cyclopropanes and -butanes using S=N-Containing Reagents: Access to Cyclic Sulfinamides, Sulfonamides, and Sulfinamidines

Gwyndaf A. Oliver, Maximilian N. Loch, André U. Augustin, Pit Steinbach, Mohammed Sharique, Uttam K. Tambar, Peter G. Jones, Christoph Bannwarth, Daniel B. Werz

Research output: Contribution to journalArticlepeer-review

Abstract

We present (3+2)- and (4+2)-cycloadditions of donor–acceptor (D–A) cyclopropanes and cyclobutanes with N-sulfinylamines and a sulfur diimide, along with a one-pot, two-step strategy for the formal insertion of HNSO2 into D–A cyclopropanes. These are rare examples of cycloadditions with D–A cyclopropanes and cyclobutanes whereby the 2π component consists of two different heteroatoms, thus leading to five- and six-membered rings containing adjacent heteroatoms.

Original languageEnglish (US)
JournalAngewandte Chemie - International Edition
DOIs
StateAccepted/In press - 2021

Keywords

  • cycloadditions
  • cyclopropanes
  • donor–acceptor systems
  • sulfinylamines
  • sulfur diimide

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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