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.
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.
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.