Premium
Iridium‐Catalyzed Carbonylative Synthesis of Halogen‐Containing Quinolin‐2(1 H )‐ones from Internal Alkynes and Simple Anilines
Author(s) -
Zhu Fengxiang,
Li Yahui,
Wang Zechao,
Wu XiaoFeng
Publication year - 2016
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.201600680
Subject(s) - chemistry , iridium , halogen , annulation , catalysis , substrate (aquarium) , combinatorial chemistry , carbonylation , organic chemistry , medicinal chemistry , carbon monoxide , oceanography , geology , alkyl
Quinolin‐2(1 H )‐ones are important chemicals with various applications in pharmaceuticals. In this communication, we have developed a novel and efficient iridium‐catalyzed carbonylative annulation of simple anilines with internal alkynes for the straightforward synthesis of halogen‐containing quinolin‐2(1 H )‐ones. The reaction proceeds without preactivation and directing groups through direct N–H and C–H bond activation with a broad substrate scope and high efficiency. Halogen functional groups can be well tolerated here. Remarkably, this is the first example of an iridium‐catalyzed carbonylative C–H activation of anilines.