Direct Transfer of the Sulfonylimino Group of Imino-λ<sup>3</sup>-Bromane to <i>N</i>-Heterocycles and Trialkylamines: Synthesis of <i>N</i>-Iminoammonium Ylides under Metal-Free Conditions Masahito Ochiai Yufuko Kawano Takao Kaneaki Norihiro Tada Kazunori Miyamoto 10.1021/ol802383f.s001 https://acs.figshare.com/articles/journal_contribution/Direct_Transfer_of_the_Sulfonylimino_Group_of_Imino_sup_3_sup_Bromane_to_i_N_i_Heterocycles_and_Trialkylamines_Synthesis_of_i_N_i_Iminoammonium_Ylides_under_Metal_Free_Conditions/2885425 Exposure of <i>N</i>-heterocycles and aliphatic trialkylamines to trifluoromethanesulfonylimino-λ<sup>3</sup>-bromane at room temperature results in direct transfer of the sulfonylimino group to the nitrogen atoms and affords a variety of iminoammonium ylides under transition-metal-free conditions. The imino-λ<sup>3</sup>-bromane probably serves as an active nitrenoid species without any activation and produces the ammonium ylides via a bimolecular nucleophilic substitution process. 2009-01-15 00:00:00 Imino Direct Transfer transfer variety sulfonylimino group nucleophilic substitution process Ylide Sulfonylimino Group ammonium ylides Exposure trifluoromethanesulfonylimino activation room temperature results Trialkylamine iminoammonium ylides nitrenoid species nitrogen atoms Synthesi aliphatic trialkylamines