2,3-二氯-5,6-二氰对苯醌(DDQ)介导的由吲哚啉-2-羧酸合成N-烷基吲哚及1,4-双((1H-吲哚-1-基)甲基)苯的简易方法  

One-Pot Synthesis of N-Alkyl Indole from Indoline-2-carboxylic Acids and Alkyl Halides by 2,3-Dicyano-5,6-dichlorobenzoquinone(DDQ)Mediated Oxidative Decaboylative Aromatization

作　　者：朱润宇 翟民 刘霜 刘星彤 王振 居瑞军[3] 虞心红 Zhu Runyu;Zhai Min;Liu Shuang;Liu Xingtong;Wang Zhen;Ju Ruijun;Yu Xinhong(Engineering Research Center of Pharmaceutical Process Chemistry,Ministry of Education,Shanghai Key Laboratory of New Drug Design,State Key Laboratory of Bioengineering Reactors,School of Pharmacy,East China University of Science&Technology,Shanghai 200237;School of Pharmacy,Linyi University,Linyi,Shandong 276000;College of Chemical Engineering,Beijing Institute of Petrochemical Technology,Beijing 102617)

机构地区：[1]华东理工大学药学院制药工程与过程化学教育部工程研究中心,上海市新药设计重点实验室生物反应器工程国家重点实验室,上海200237 [2]临沂大学药学院,山东临沂276000 [3]北京石油化工学院化学工程学院,北京102617

出　　处：《有机化学》2020年第7期2045-2050,共6页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21476078,81703453);上海市科学技术委员会(No.12431900902)资助项目.

摘　　要：报道了通过2,3-二氯-5,6-二氰对苯醌(DDQ)介导的N-烷基二氢吲哚-2-羧酸的分子内氧化脱羧芳构化合成N-烷基吲哚.由于该方法的良好兼容性,继而开发了温和且无金属的从烷基卤化物和二氢吲哚羧酸一锅法合成N-烷基吲哚的方法.还报道了该方法在一锅法三组分合成1,4-双((1H-吲哚-1-基)甲基)苯中的成功应用.Synthesis of N-alkyl indoles via 2,3-dicyano-5,6-dichlorobenzoquinone(DDQ)mediated intramolecular oxidative decarboxylative aromatization of N-alkylindoline-2-carboxylic acids is reported.The good compatibility of this process leads to the development of a mild and metal-free one-pot synthesis of N-alkyl indoles from alkyl halides and indoline carboxylic acid.The one-pot three-component synthesis of 1,4-bis((1H-indol-1-yl)methyl)benzene is also disclosed in satisfied yields.

关 键 词：芳构化 2 3-二氯-5 6-二氰对苯醌(DDQ) 脱羧 N-烷基吲哚 氧化 

分 类 号：O626.13[理学—有机化学]