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Copper‐catalyzed [3+2+1] Annulation of Anthranils with Phenylacetaldehydes: Synthesis of 8‐Acylquinolines
Author(s) -
Shi Kai,
Zhu Hao,
Ren Fei,
Liu Shuang,
Song Yingying,
Li Wei,
Zou LiangHua
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202001570
Subject(s) - annulation , chemistry , aldehyde , catalysis , combinatorial chemistry , organic chemistry , medicinal chemistry
Abstract A Cu 0 ‐catalyzed protocol is proposed for the synthesis of 8‐acylquinolines through a [3+2+1] annulation starting from anthranils and phenylacetaldehydes. This protocol is of particular interest in preparing 8‐aldehyde quinolines, which have been hard to access so far. Both AgOTf and dioxygen played an important role in the reaction. C3‐heterocycle or phenylethylene substituted anthranils could also be employed in the reaction. An interesting esterification of aldehyde was observed.