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Synthesis of 2‐Alkylaminoquinolines and 1,8‐Naphthyridines by Successive Ruthenium‐Catalyzed Dehydrogenative Annulation and N ‐Alkylation Processes
Author(s) -
Lv Wan,
Xiong Biao,
Jiang Huanfeng,
Zhang Min
Publication year - 2017
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.201601287
Subject(s) - annulation , chemistry , alkylation , ruthenium , reagent , catalysis , combinatorial chemistry , substrate (aquarium) , scope (computer science) , organic chemistry , computer science , oceanography , programming language , geology
A new one‐pot synthetic protocol, enabling the facile access to 2‐alkylaminoquinolines and 1,8‐naphthyridines by successive ruthenium‐catalyzed dehydrogenative annulation and N ‐alkylation processes, has been demonstrated. A series of 2‐aminoarylmethanols were efficiently converted in combination with different types of nitriles and alcohols into various desired products in moderate to excellent yields after isolation. Advantageously, the synthesis proceeds with high atom‐efficiency, broad substrate scope, operational simplicity, no need for external hydrogen sources and less environmentally benign halogenated reagents, thus offering a practical approach to access these two types of compounds that are currently difficult to prepare with the conventional methods.