Premium
Mild, Efficient and Metal‐Free Strategies for Direct Diamination of α, β‐Unsaturated Ketones Using Different Iodine Sources
Author(s) -
Sarkar Subhankar,
Chatterjee Rana,
Pal Satyajit,
Majee Adinath
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202100910
Subject(s) - dichloromethane , chemistry , chalcone , ketone , amine gas treating , solvent , morpholine , iodine , tetrahydrofuran , dehydrogenation , organic chemistry , methyllithium , combinatorial chemistry , catalysis
Abstract Reaction of α, β‐unsaturated ketone (chalcone) and secondary amine leads to direct diamination of chalcone by dehydrogenation and forming two C−N bonds. This diamination reaction of chalcones with morpholine has been carried out through two effective protocols. The use of N‐ iodosuccinimide (NIS) in tetrahydrofuran solvent in one strategy, while the combination of NH 2 OH ⋅ HCl and NaIO 4 in dichloromethane solvent in another are very effective and work at room temperature. No other additives are required for this conversion. Mild and metal free conditions, simple operation technique, good to excellent yields are the notable advantages of both these protocols.