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Ugi Reaction Followed by Intramolecular Diels–Alder Reaction and Elimination of HCl: One‐Pot Approach to Arene‐Fused Isoindolinones
Author(s) -
Huang Jianjun,
Du Xiaochen,
Van Hecke Kristof,
Van der Eycken Erik V.,
Pereshivko Olga P.,
Peshkov Vsevolod A.
Publication year - 2017
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.201700747
Subject(s) - chemistry , intramolecular force , diels–alder reaction , combinatorial chemistry , cascade reaction , cascade , scope (computer science) , ugi reaction , reaction conditions , organic chemistry , catalysis , isocyanide , chromatography , computer science , programming language
A one‐pot procedure involving a four‐component Ugi reaction followed by an intramolecular Diels–Alder reaction/HCl elimination cascade has been developed to provide rapid access to the isoindolinone framework in a diversity‐oriented fashion. The scope of the process has been investigated with respect to all four components, and a comparison between the one‐pot and sequential approaches is given. The possibility of a late‐stage one‐pot functionalization through Suzuki coupling has been explored.