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Palladium‐Catalyzed Tandem Reaction of Quinazolinone‐Based Nitriles with Arylboronic Acids: Synthesis of 2‐(4‐Arylquinazolin‐2‐yl)anilines
Author(s) -
Zhang Yetong,
Shao Yinlin,
Gong Julin,
Hu Kun,
Cheng Tianxing,
Chen Jiuxi
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.201800615
Subject(s) - quinazolinone , chemistry , palladium , tandem , catalysis , combinatorial chemistry , reaction conditions , medicinal chemistry , organic chemistry , materials science , composite material
Abstract A palladium‐catalyzed tandem reaction of 2‐(quinazolinone‐3(4 H )‐yl)benzonitriles with arylboronic acids has been developed, allowing access to a new class of 2‐(4‐arylquinazolin‐2‐yl)anilines that were often difficult to prepare using previous methods. In particular, the newly produced amino group is amenable to further synthetic elaborations, thereby broadening the diversity of the products. The structure of the newly synthesized 2‐(4‐arylquinazolin‐2‐yl)anilines was unambiguously confirmed by X‐ray crystallography. Moreover, a possible mechanism for the formation of 2‐(4‐arylquinazolin‐2‐yl)anilines is discussed.