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Nickel‐Catalyzed Tandem Reaction of Functionalized Arylacetonitriles with Arylboronic Acids in 2‐MeTHF: Eco‐Friendly Synthesis of Aminoisoquinolines and Isoquinolones
Author(s) -
Zhen Qianqian,
Chen Lepeng,
Qi Linjun,
Hu Kun,
Shao Yinlin,
Li Renhao,
Chen Jiuxi
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901442
Subject(s) - chemistry , tandem , catalysis , nickel , environmentally friendly , functional group , solvent , combinatorial chemistry , organic chemistry , polymer , materials science , ecology , composite material , biology
Abstract The first example of the nickel‐catalyzed tandem addition/cyclization of 2‐(cyanomethyl)benzonitriles with arylboronic acids in 2‐MeTHF has been developed, which provides the facile synthesis of aminoisoquinolines with good functional group tolerance under mild conditions. This chemistry has also been successfully applied to the synthesis of isoquinolones by the tandem reaction of methyl 2‐(cyanomethyl)benzoates with arylboronic acids. The use of the bio‐based and green solvent 2‐MeTHF as the reaction medium makes the synthesis process environmentally benign. The synthetic utility of this chemistry is also indicated by the synthesis of biologically active molecules.