Practical synthesis of (Z)-polyaromatic and heteroaromatic vinylacetylenes.

Autor: Hayford A; Department of Chemistry, Thomas Harriot College of Arts and Sciences, East Carolina University, Science and Technology Building, Suite 300, Greenville, North Carolina 27858-4343, USA. hayforda@mail.ecu.edu, Kaloko J Jr, El-Kazaz S, Bass G, Harrison C, Corprew T
Jazyk: angličtina
Zdroj: Organic letters [Org Lett] 2005 Jun 23; Vol. 7 (13), pp. 2671-3.
DOI: 10.1021/ol0508173
Abstrakt: [reaction: seet text] Two synthetic routes to several (Z)-polyaromatic and heteroaromatic substituted vinylacetylenes are described. The nature of aryl- or heteroaryl-substituted carboxaldehyde used as starting material dictated the choice of Wittig salt employed. A very attractive way to construct polyaromatic and pyridine-containing enynes is the reaction of polyaromatic and pyridine-containing aldehydes with bromomethyltriphenylphosphonium bromide in the presence of potassium tert-butoxide followed by a Sonogashira desilylation procedure (method B).
Databáze: MEDLINE