摘要
DMF作溶剂,4■分子筛存在下,将端炔、CsOH、硒粉在室温搅拌2h,然后加入溴代烃或二芳基碘盐,在室温下搅拌20h,得炔硒醚,收率约60%.反应机理为端炔与氢氧化铯作用形成炔化铯,然后元素硒进行C—Cs键插入形成炔硒化铯,炔硒化铯对溴代烃或二芳基碘盐进行亲核取代得到相应的炔硒醚.
In the presence of 4A MS, a mixture of terminal acetylene, cesium hydroxide and element selenium in DMF was stirred under N2 atomsphere at room temperature for 2 h, then alkyl bromides or diaryliodonium salts were added to the mixture and the resulting mixture was stirred at room temperature for 20 h to give acetylenic selenides in about 60% yields. The mechanism involved the reaction of terminal acetylene with cesium hydroxide to form the cesium alkynide, then selenium inserted into C-Cs bond and gave the cesium alkynylselenoate, which underwent nucleophilic substitution with alkyl bromides or diarvliodonium salts to give the corresponding acetylenic selenides.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2008年第8期1487-1489,共3页
Chinese Journal of Organic Chemistry
基金
国家自然科学基金(No.20372020)资助项目
关键词
氢氧化铯
炔硒醚
二芳基碘盐
卤代烃
硒
cesium hydroxyl
acetylenic selenide
diaryliodonium salt
alkyl halide
selenium
