Abstract:
Arylalkynes are very useful intermediates for the preparation of important compounds including
natural products, pharmaceuticals, oligomers, polymers. Their derivatives are versatile
compounds in synthetic organic chemistry, and hence, various methods for their synthesis have
been explored. Palladium-catalyzed carbon-carbon bond formations are very useful methods for
constructing higher molecules such as materials and drugs for modern chemical and medical
applications. Here, it is desired to develop the methods of synthesis of alkene and alkyne
derivatives through palladium catalyzed reactions. For this purpose, iodo compounds [1,2-
diiodo-1-phenylethene; 1,2-diiodo-1-heptene and 1,4-diphenyl-1,2,3,4-tetraiodobuta-1,3-diene]
were synthesized by the iodination of their parent corresponding alkynes using molecular iodine
(I2). The palladium-catalyzed cross-coupling reaction of the starting materials (1,2-diiodo-1-
phenylethene and 1,2-diiodo-1-heptene) with terminal alkynes (phenylacetylene, 1-hexyne, 1-
heptyne) or alkyl acrylate (methyl acrylate, ethyl acrylate) were carried out in the presence of
bis (triphenyl phosphine) palladium (II) chloride, copper (I) iodide, and triethylamine in DMF or
CH2Cl2 at 80°C for 24 h under nitrogen atmosphere to yield alkenyne and alkenoate derivatives.
Copper (I) iodide was not used for the synthesis of alkenoate derivatives, ......................