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TfOH/Fe(OTf)3 Cocatalyzed Reaction of Arylallenes with Alcohols for Structurally Diverse Indene Derivatives

TfOH/Fe(OTf)3 Cocatalyzed Reaction of Arylallenes with Alcohols for Structurally Diverse Indene Derivatives

作     者:Congrong Liu Haiyun Zhang Lianghui Ding Juan Liu 

作者机构:School of Environment Engineering Nanjing Institute of Technology 1 Hongjingdadao Nanjing Jiangsu 212167 China Department of Chemistry University of Science and Technology of ChinaHefei Anhui 230026 China 

出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))

年 卷 期:2018年第36卷第8期

页      面:737-742页

核心收录:

学科分类:1007[医学-药学(可授医学、理学学位)] 081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070305[理学-高分子化学与物理] 080501[工学-材料物理与化学] 0805[工学-材料科学与工程(可授工学、理学学位)] 0703[理学-化学] 10[医学] 

基  金:We are grateful for the financial support from the National Natural Science Foundation of China (No. 21202154)  the Natural Science Foundation of The Jiangsu Higher Education Institutes of China (15KJB150007)  the Nanjing Institute of Technology Scientific Research Foundation for Introducing Talents (No. ZKJ201614)  and Nanjing Institute of Technology 

主  题:allenes alcohols cocatalyst electrophilic cyclization indenes 

摘      要:The indene moiety is an important unit because of its presence in many chemical catalysts, functional materials and biologically relevant molecules. Herein, we report a facile reaction of arylallenes with benzylic or allylic alcohols through TfOH/Fe(OTf)3 cocatalyzed cleavage of sp3 carbon-oxygen. In the presence of 5 mol% TfOH and 5 mol% Fe(OTf)3, a range of arylallenes undergo carbocation initiated cyclization reaction with alkyl alcohols to give structurally diverse polysubstituted indenes in good to excellent yields. H2O is the sole byproduct that makes this transformation highly atom-economic and environmentally benign.

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