Use of Carbonyldiimidazole as an Activator of Formic Acid in a Tris(dibenzylideneacetone)dipalladium-Catalyzed Formylation of Aryl Iodides

Author:

Karmakar Sukhen1,Nadhagopal Sundar1,Dolas Zulelal1,Silamkoti Arundutt1,Gupta Anuradha1,Mathur Arvind2

Affiliation:

1. Department of Discovery Synthesis, Biocon Bristol Myers Squibb Research Center (BBRC)

2. Small Molecule Drug Discovery, Research and Early Development, Bristol Myers Squibb

Abstract

AbstractA carbonyldiimidazole (CDI)-promoted generation of CO from formic acid has been exploited in a reductive formylation of aryl iodides in the presence of tris(dibenzylideneacetone)dipalladium. The reaction conditions are mild with a broad functional-group tolerance that includes keto, bromo, nitrile, ester, and nitro groups. In the reaction pathway, CDI reacts with formic acid to generate a formyl imidazole that ultimately produces the CO needed for the formylation process on the activated arylpalladium complex.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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