Premium
Manganese‐Catalyzed Multicomponent Synthesis of Tetrasubstituted Propargylamines: System Development and Theoretical Study
Author(s) -
Neofotistos Stavros P.,
Tzouras Nikolaos V.,
Pauze Martin,
GómezBengoa Enrique,
Vougioukalakis Georgios C.
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202000566
Subject(s) - manganese , chemistry , catalysis , combinatorial chemistry , amine gas treating , reactivity (psychology) , alkyne , ketone , molecule , organic chemistry , medicine , alternative medicine , pathology
Herein, we report a catalytic system based on the earth‐abundant manganese for the ketone, amine, alkyne (KA 2 ) reaction. The efficiency of manganese manifests at relatively high temperatures, combined with sustainable reaction conditions, and provides a tool for accessing propargylamines from structurally diverse starting materials, including synthetically relevant and bioactive molecules. Our efforts were also aimed at shedding light on the catalytic mode of action of manganese in this transformation, in order to explain its temperature‐related behavior. The use of computational methods reveals mechanistic aspects of this reaction indicating important points regarding the reactivity of both manganese and ketones.