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Palladium(II)‐Catalyzed Tandem Synthesis of Acenes Using Carboxylic Acids as Traceless Directing Groups
Author(s) -
Kim Kiho,
Vasu Dhananjayan,
Im Honggu,
Hong Sungwoo
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201603661
Subject(s) - tandem , chemistry , intramolecular force , aromatization , palladium , catalysis , cascade reaction , combinatorial chemistry , functional group , carbonylation , stereochemistry , organic chemistry , materials science , polymer , carbon monoxide , composite material
A straightforward synthetic strategy for generating useful anthracene derivatives was developed involving palladium(II)‐catalyzed tandem transformation with carboxylic acids as traceless directing groups. Carboxyl‐directed C‐H alkenylation, carboxyl‐directed secondary C‐H activation and rollover, intramolecular C−C bond formation, and decarboxylative aromatization are proposed as the key steps in the tandem reaction pathway. This novel synthetic route utilizes a broad range of substrates and provides a convenient synthetic tool that allows access to acenes.