摘要/Abstract

基于对甲苯亚磺酸钠/KI介导端炔的需氧氧化碘代反应, 发展了一种高效合成1-碘代炔的绿色环保方法. 该方法以最绿色环保的空气作为氧化剂, 无需其他有毒的氧化剂, 具有效率高、反应操作简单、底物适用性广、试剂绿色环保和反应条件温和的特点. 此外, 基于对甲苯亚磺酸钠/KI介导端炔的需氧氧化碘代反应, 发展了一种一锅法无金属催化端炔合成对称1,3-二炔的方法.
关键词: 端炔, 1-碘代炔, 空气, 亚磺酸钠, 1,-二炔
A practical and environmentally friendly protocol for the synthesis of 1-iodoalkynes was developed via sodium sulfinate-KI mediated aerobic oxidative iodination of terminal alkynes. This transformation features simple operation, high efficiency, broad functional-group tolerance and mild reaction conditions. Especially, dioxygen was used in these reactions which avoided the addition of hazardous or toxic oxidants. Moreover, for the purpose of increasing the synthetic utility of this method, an efficient transition-metal-free synthetic approach to symmetrical 1,3-diynes was developed via the iodination/ homocoupling of terminal alkynes in a one-pot manner.
Key words: terminal alkyne, 1-iodoalkyne, air, sodium sulfinate, 1,3-diyne


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