Transition-metal-free synthesis of oxindoles by potassium tert-butoxide-promoted intramolecular α-arylation

Astrid Beyer; Julien Buendia; Carsten Bolm

doi:10.1021/ol301704z

Transition-metal-free synthesis of oxindoles by potassium tert-butoxide-promoted intramolecular α-arylation

Org Lett. 2012 Aug 3;14(15):3948-51. doi: 10.1021/ol301704z. Epub 2012 Jul 13.

Authors

Astrid Beyer¹, Julien Buendia, Carsten Bolm

Affiliation

¹ Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52074 Aachen, Germany.

PMID: 22794114
DOI: 10.1021/ol301704z

Abstract

Potassium tert-butoxide-mediated intramolecular α-arylations of fluoro- and chloro-substituted anilides provide oxindoles in DMF at 80 °C. In this manner, diversely substituted products have been obtained in moderate to high yields.

Publication types

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

MeSH terms

Anilides / chemistry*
Butanols / chemistry*
Catalysis
Combinatorial Chemistry Techniques
Cyclization
Hot Temperature
Indoles / chemical synthesis*
Indoles / chemistry
Molecular Structure
Oxindoles
Stereoisomerism

Substances

Anilides
Butanols
Indoles
Oxindoles
2-oxindole
tert-butoxide, potassium