Abstract
Allylation of diacetylene has not been reported in the literature. We have developed a procedure for the synthesis of 1,9-decadiene-4,6-diyne (I) in 70–90% yield by cross coupling of acetylene with allyl halides at room temperature in the presence of copper(I) iodide, base, and reducing agent. The highest yield of I (90%) was obtained using allyl iodide in the system CuI–K2CO3–Na2SO3–DMF at room temperature. The yield of I from allyl bromide or allyl chloride was lower; however, addition of potassium iodide allowed us to raise the yield to 70–80%. The reaction was highly selective, and the target product was isolated with a purity of 99%.
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