Sulfonylimino Group Transfer Reaction Using Imino-λ3-iodanes with I2 as Catalyst Under Metal-free Conditions

Bibliographic Details
Parent link:Molecules
Vol. 24, iss. 5.— 2019.— [979, 11 p.]
Corporate Author: Национальный исследовательский Томский политехнический университет Исследовательская школа химических и биомедицинских технологий
Other Authors: Yoshimura A. Akira, Makitalo C. L. Cody, Jarvi M. E. Melissa, Shea M. T. Michael, Postnikov P. S. Pavel Sergeevich, Rohde G. T. Gregory, Zhdankin V. V. Viktor, Saito Akio, Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich)
Summary:Title screen
A new practical procedure of imination for sulfide has been developed. The treatment of (N-tosylimino)-phenyl-?3-iodane, PhINTs, with various sulfides in the presence of a catalytic amount of I2 under metal-free conditions affords the corresponding N-tosylsulfilimine compounds with moderate to good yields. This facile transfer procedure of the sulfonylimino group can also be applied to triphenylphosphine to produce the respective iminotriphenylphosphoranes in high yields. According to the reaction mechanism studies, the process of imination from (N-tosylimino)-phenyl-?3-iodane to sulfide under the conditions may involve radical steps within the reaction mechanism.
Language:English
Published: 2019
Subjects:
Online Access:https://doi.org/10.3390/molecules24050979
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=663769
Description
Summary:Title screen
A new practical procedure of imination for sulfide has been developed. The treatment of (N-tosylimino)-phenyl-?3-iodane, PhINTs, with various sulfides in the presence of a catalytic amount of I2 under metal-free conditions affords the corresponding N-tosylsulfilimine compounds with moderate to good yields. This facile transfer procedure of the sulfonylimino group can also be applied to triphenylphosphine to produce the respective iminotriphenylphosphoranes in high yields. According to the reaction mechanism studies, the process of imination from (N-tosylimino)-phenyl-?3-iodane to sulfide under the conditions may involve radical steps within the reaction mechanism.
DOI:10.3390/molecules24050979