1,7-二芳基-1,6-庚二炔化合物的合成

Synthesis of 1,7-Diarylhepta-1,6-diyne Compounds

1,6-庚二炔是有机合成的重要中间体,我们以Pd Cl2/Cu I为催化剂,NEt3为碱,在四氢呋喃溶剂中实现了二炔与卤代芳烃Sonogashira偶联反应,合成了10个1,7-二芳基-1,6-庚二炔化合物,该方法也适用于二卤芳烃如1,8-二碘萘与末端炔偶联合成1,8-二苯乙炔基萘.所有合成的目标化合物结构经1H NMR,13C NMR,IR和MS表征.

Hepta-1,6-diynes are very useful synthetic intermediates. Using Pd Cl2/Cu I as the catalyst and NEt3 as the base in tetrahedrofuran, ten 1,7-diarylhepta-1,6-diynes were synthesized by a simple Sonogashira coupling reaction of terminal diacetylenes and aryl halides. It is also indicated that 1,8-diiodonaphthalene can undergo the same transformation to 1,8-bis（phenylethynyl）naphthalene under typical conditions. Moreover, the structures of hepta-1,6-diyne derivatives were confirmed by 1H NMR, 13 C NMR, IR and MS techniques.