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Regiospecific Hydroamination of Unsymmetrical Electron‐Rich and Electron‐Poor Alkynes with Anilines Catalyzed by Gold(I) Immobilized in MCM‐41
Author(s) -
Liu Dayi,
Nie Quan,
Zhang Rongli,
Cai Mingzhong
Publication year - 2018
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.201800621
Subject(s) - hydroamination , chemistry , catalysis , reagent , substrate (aquarium) , combinatorial chemistry , diphenylphosphine , organic chemistry , phosphine , oceanography , geology
Abstract The first heterogeneous gold(I)‐catalyzed regiospecific hydroamination of ynamides and propiolic acid derivatives with anilines has been achieved by using a diphenylphosphine‐functionalized MCM‐41‐supported gold (I) complex and AgNTf 2 as catalysts under mild conditions, yielding the corresponding ( E )‐ N‐ arylimines and ( Z )‐enamines in good to excellent yields with broad substrate scope. The new heterogeneous gold(I) complex can easily be prepared via a two‐step procedure from commercially available reagents and recovered by simple filtration of the reaction mixture. The recovered catalyst (Ph 2 P‐MCM‐41‐AuNTf 2 ) can be reused at least seven times without addition of AgNTf 2 as a co‐catalyst and its catalytic efficiency remains unaltered.