Pd-Catalyzed Aminocarbonylation of the Blaise Reaction Intermediate: One-Pot Synthesis of (Z)-3-Methyleneisoindolin-1-ones from Nitriles

Zi Xuan, Da Jung Jung, Hyun Ji Jeon, Sang Gi Lee

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

A highly efficient method for the one-pot synthesis of stereocontrolled (Z)-3-methyleneisoindolin-1-ones was developed starting from 2-bromoarylnitriles via tandem sequential reaction with a Reformatsky reagent (Blaise reaction), followed by Pd-catalyzed intramolecular aminocarbonylation with carbon monoxide at 1 atm pressure. It has been found that the conformational flexibility of the bisphophine ligand is of great importance to the success of this tandem aminocarbonylation reaction.

Original languageEnglish
Pages (from-to)10094-10098
Number of pages5
JournalJournal of Organic Chemistry
Volume81
Issue number20
DOIs
StatePublished - 21 Oct 2016

Fingerprint

Dive into the research topics of 'Pd-Catalyzed Aminocarbonylation of the Blaise Reaction Intermediate: One-Pot Synthesis of (Z)-3-Methyleneisoindolin-1-ones from Nitriles'. Together they form a unique fingerprint.

Cite this