Ugi Reaction Followed by Intramolecular Diels–Alder Reaction and Elimination of HCl: One‐Pot Approach to Arene‐Fused Isoindolinones. Issue 30 (11th August 2017)

• Record Type: Journal Article
• Authors: Huang, Jianjun; Du, Xiaochen; Van Hecke, Kristof; Van der Eycken, Erik V.; Pereshivko, Olga P.; Peshkov, Vsevolod A.
• Is Part Of: European journal of organic chemistry. Issue 30(2017)
• Page Start: 4379
• Page End: 4388
• Publication Date: 2017-08-11
• Subjects: Multicomponent reactions -- Cycloaddition -- Domino reactions -- Ugi reaction -- Diels–Alder reaction -- Nitrogen heterocycles; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.201700747
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract : 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. Abstract : 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.