Palladium-catalyzed carbonylation-decarboxylation of diethyl(2-iodoaryl)malonates with imidoyl chlorides: an efficient route to substituted isoquinolin-1(2H)-ones

Zhaoyan Zheng; Howard Alper

doi:10.1021/ol801991m

Palladium-catalyzed carbonylation-decarboxylation of diethyl(2-iodoaryl)malonates with imidoyl chlorides: an efficient route to substituted isoquinolin-1(2H)-ones

Org Lett. 2008 Nov 6;10(21):4903-6. doi: 10.1021/ol801991m. Epub 2008 Oct 9.

Authors

Zhaoyan Zheng¹, Howard Alper

Affiliation

¹ Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario K1N 6N5, Canada.

PMID: 18842052
DOI: 10.1021/ol801991m

Abstract

A wide variety of substituted isoquinolin-1(2H)-ones were synthesized in reasonable to good yields by the palladium-catalyzed cyclization of diethyl(2-iodoaryl)malonates with imidoyl chlorides and carbon monoxide in tetrahydrofuran. A palladium-catalyzed carbonylation-decarboxylation process may be involved in the one-step synthesis of the isoquinolin-1(2H)-ones.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Carboxylic Acids / chemistry*
Catalysis
Chlorides / chemistry*
Imines / chemistry*
Indoles / chemistry*
Isoquinolines / chemistry*
Malonates / chemistry*
Molecular Structure
Palladium / chemistry*

Substances

Carboxylic Acids
Chlorides
Imines
Indoles
Isoquinolines
Malonates
Palladium