Premium
Catalyst‐Free and Selective Ring Openings of N ‐Tosylaziridines: Good Approaches to β‐Amino Sulfones, β‐Bis(amino)thioethers, 1,2‐Azide Amines and 1,2‐Diamines
Author(s) -
Li Xing,
Zheng Leijie,
Li Nana,
Chang Honghong,
Gao Wenchao,
Wei Wenlong,
Chen Wenwen
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201902690
Subject(s) - sodium azide , regioselectivity , catalysis , azide , chemistry , ring (chemistry) , sodium sulfide , organic chemistry , solvent , amine gas treating , sodium , medicinal chemistry , polymer chemistry , combinatorial chemistry
Four kinds of catalyst‐free and highly selective C−N bond functionalizations have been achieved through ring openings of N ‐tosylaziridines with sodium sulfonates, sodium sulfide, sodium azide and amines, respectively. DMF was found to be a highly efficient solvent to afford the corresponding β‐amino sulfones, β‐bis(amino)thioethers, 1,2‐azide amines and 1,2‐diamines in the absence of any catalyst with good to excellent yields and good regioselectivity.