环状磷酸催化合成二吲哚甲烷衍生物有机化学.pdfVIP

DOI: 10.6023/cjoc201212006 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 环状磷酸催化合成二吲哚甲烷衍生物 何 林*,a 王湘波a 杜广芬a 代 斌a 简腾跃b (a 石河子大学化学化工学院 新疆兵团化工绿色过程重点实验室-省部共建国家重点实验室培育基地 石河子 832000) (b 中国科学院化学研究所 北京分子科学国家实验室 中国科学院分子识别与功能重点实验室 100190) 摘要 在环状磷酸催化下, 通过吲哚和醛酮的亲电取代反应, 室温下合成了一系列二吲哚甲烷衍生物. 考察了催化剂 结构、用量和溶剂等因素对反应的影响, 确定了最优反应条件, 提出了可能的反应机理. 该方法具有操作简单、条件温 和、催化剂用量少、产率高及环境友好等优点. 关键词 吲哚; 醛; 酮; 环状磷酸; 二吲哚甲烷 Synthesis of Bis(indolyl)methanes Catalyzed by Cyclic Phosphoric Acid He, Lin*,a Wang, Xiangboa Du, Guangfena Dai, Bina Jian, Tengyueb a ( Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan and School of Chemistry and Chemical Engineering, Shihezi University, Shihezi 832000) b ( National Laboratory for Molecular Sciences, Chinese Academy of Sciences Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190) Abstract Cyclic phosphoric acid was found to be an efficient Brønsted acid catalyst for the electrophilic substitution reaction of indole with aldehydes or ketones in dichloromethane to afford the corresponding bis(indolyl)methanes in excellent yields at room temperature. The influence of catalyst structure, catalyst loading and reaction media was investigated, the optimal reac- tion conditions were