Practical synthesis of (Z)-polyaromatic and heteroaromatic vinylacetylenes.
[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).
Hayford
Anthony
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
Joseph
J
El-Kazaz
Salwa
S
Bass
Gwen
G
Harrison
Cheryl
C
Corprew
Thomas
T