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
Abstract
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 HNSO 2 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.
Topics & Concepts
ReagentChemistryAcceptorCombinatorial chemistryOrganic chemistryPhysicsCondensed matter physicsCyclopropane Reaction MechanismsSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods