Ugi Reaction Followed by Intramolecular Diels–Alder Reaction and Elimination of HCl: One‐Pot Approach to Arene‐Fused Isoindolinones | Zendy

Huang Jianjun | Zendy; Du Xiaochen | Zendy; Van Hecke Kristof | Zendy; Van der Eycken Erik V. | Zendy; Pereshivko Olga P. | Zendy; Peshkov Vsevolod A. | Zendy

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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.

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