%0 Journal Article %A Ochiai, Masahito %A Kawano, Yufuko %A Kaneaki, Takao %A Tada, Norihiro %A Miyamoto, Kazunori %D 2009 %T Direct Transfer of the Sulfonylimino Group of Imino-λ3-Bromane to N-Heterocycles and Trialkylamines: Synthesis of N-Iminoammonium Ylides under Metal-Free Conditions %U 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 %R 10.1021/ol802383f.s001 %2 https://ndownloader.figshare.com/files/4583338 %K Imino %K Direct Transfer %K transfer %K variety %K sulfonylimino group %K nucleophilic substitution process %K Ylide %K Sulfonylimino Group %K ammonium ylides %K Exposure %K trifluoromethanesulfonylimino %K activation %K room temperature results %K Trialkylamine %K iminoammonium ylides %K nitrenoid species %K nitrogen atoms %K Synthesi %K aliphatic trialkylamines %X Exposure of N-heterocycles and aliphatic trialkylamines to trifluoromethanesulfonylimino-λ3-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-λ3-bromane probably serves as an active nitrenoid species without any activation and produces the ammonium ylides via a bimolecular nucleophilic substitution process. %I ACS Publications