单质碘促进的有机反应研究进展有机化学.pdf

DOI: 10.6023/cjoc201405003 综述与进展 有机化学 Chinese Journal of Organic Chemistry REVIEW 单质碘促进的有机反应研究进展 赵巾巾 高文超* 常宏宏* 李 兴 刘 强 魏文珑 (太原理工大学化学化工学院生物与制药工程系 太原 030024) 摘要 单质碘作为有机化学中结构最为简单的反应试剂之一, 其促进的有机转化在最近几年越来越受到人们的关注. 总结了单质碘的氧化性, 酸性和亲电性 3 类基本化学性质, 并针对3 类性质所涉及的相关反应性报道进行了介绍. 除此 之外, 还总结了近 5 年来单质碘作为催化剂在杂环合成, 偶联反应, 及 C—H 官能团转化等方面的应用. 关键词 单质碘; 氧化; 酸性; 亲电环化; 杂环合成; 有机催化 Recent Advances in Iodine-Mediated Organic Reactions Zhao, Jinjin Gao, Wenchao* Chang, Honghong* Li, Xing Liu, Qiang Wei, Wenlong (College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024) Abstract As one of simplest chemical reagents, iodine has promoted diverse organic transformations, which have attracted much attention in recent years. The present review summarizes three basic chemical features of iodine in organic synthesis: the oxidative reactivity, the acidic reactivity and the electrophilic reactivity, along with the introduction of corresponding repre- sentative examples. Furthermore, the iodine-catalyzed reactions involed in the synthesis of heterocycles, organic coupling reactions, the C-H functionalization, and other applications are also presented in this review. Keywords iodine; oxidation; acidity; electrophilic cyclisation; heterocycle syntheses; organocatalysis 碘是一种卤族元素, 原子序数为 53, 位于元素周期 ( 图 1): X 射线造影剂(21%), 消毒剂和杀菌剂(20%), 有 表的第 5 周期, 第 VIIA 族, 属 p 区元素. 碘元素是由法 机化学中的反应试