PAPER	Synthesis 2006: 843-846   DOI: 10.1055/s-2006-926331
© Georg Thieme Verlag Stuttgart · New York
Novel, Efficient and Regiospecific Alkylation/Arylation/Heteroarylation of Unsymmetrical Azo Compounds
Olga Tšubrika, Rannar Sillardb, Uno Mäeorg*a
a Institute of Organic and Bioorganic Chemistry, University of Tartu, Jakobi 2, 51014 Tartu, Estonia b Department of Medical Biochemistry and Biophysics, Karolinska Institutet, 171-77 Stockholm, Sweden Fax: +372(7)375245; e-Mail: uno.maeorg@ut.ee;
Received 6 September 2005

Abstract

Excellent regioselectivity is observed in the addition of diverse organometallic nucleophiles to unsymmetrical azo compounds. Primary/secondary/tertiary alkyl, aryl and heteroaryl substituents were introduced this way in high yields.

Key words

azo compounds - hydrazines - regioselectivity - neighboring group effects - protecting groups