Organic Chemistry Portal

Abstracts

Search:

Two-Step Synthesis of Aza- and Diazaindoles from Chloroamino-N-heterocycles Using Ethoxyvinylborolane

Daniel K. Whelligan, Douglas W. Thomson, Dawn Taylor and Swen Hoelder*

*Cancer Research UK Centre for Cancer Therapeutics, The Institute of Cancer Research, Haddow Laboratories, 15 Cotswold Road, Sutton, Surrey SM2 5NG, U.K., Email: swen.hoeldericr.ac.uk

D. K. Whelligan, D. W. Thomson, D. Taylor, S. Hoelder, J. Org. Chem., 2010, 75, 11-15.

DOI: 10.1021/jo902143f


Abstract

An efficient protecting-group-free two-step route to a broad range of aza- and diazaindoles was established, starting from chloroamino-N-heterocycles. The method involves an optimized Suzuki-Miyaura coupling with (2-ethoxyvinyl)borolane followed by acetic acid-catalyzed cyclization.

see article for more examples



Key Words

Azaindoles, Suzuki Coupling, Pyridines


ID: J42-Y2010-0070