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Selective Ruthenium‐Catalyzed Reductive Alkoxylation and Amination of Cyclic Imides
Author(s) -
CabreroAntonino Jose R.,
Sorribes Iván,
Junge Kathrin,
Beller Matthias
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201508575
Subject(s) - reductive amination , ruthenium , succinimides , chemistry , intramolecular force , phthalimides , amination , catalysis , combinatorial chemistry , selectivity , organic chemistry , phthalimide
Reported herein, for the first time, is the selective ruthenium‐catalyzed reductive alkoxylation and amination of phthalimides/succinimides. Notably, this novel methodology avoids hydrogenation of the aromatic ring and allows methoxylation of substituted imides with good to excellent selectivity for one of the carbonyl groups. The reported method opens the door to the development of new processes for the selective synthesis of various functionalized N‐heterocyclic compounds. As an example, intramolecular reductive couplings to afford tricyclic compounds are presented for the first time.