Efficient synthesis of 3-iodoindenes via Lewis-acid catalyzed Friedel-Crafts cyclization of iodinated allylic alcohols

The Journal of Organic Chemistry
Xiaobo ZhouYanzhong Li

Abstract

A convenient BF(3).Et(2)O-catalyzed Friedel-Crafts cyclization of iodinated allylic alcohols is reported. The present reaction provides an efficient protocol to 3-iodo-1(H)-indene derivatives in good to high yields under mild conditions. Further, the iodoindene derivatives are valuable synthetic building blocks for elaboration of molecular complexity, such as in the construction of multiaryl substituted indenes by Suzuki coupling reaction.

References

Oct 1, 1990·Journal of Medicinal Chemistry·G M AnsteadJ A Katzenellenbogen
Sep 30, 2005·Journal of the American Chemical Society·Yoichiro KuninobuKazuhiko Takai

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Citations

Oct 30, 2009·Chemical Communications : Chem Comm·Fei ZhaoZhenfeng Xi
Sep 11, 2010·Chemical Communications : Chem Comm·Roberto SanzFélix Rodríguez
Feb 3, 2016·Organic Letters·Charlotte GrandclaudonPatrick Y Toullec
Jul 8, 2015·Organic Letters·Seetharaman Manojveer, Rengarajan Balamurugan
Nov 6, 2014·Chemical Communications : Chem Comm·Jiaxing HuHua Zheng
Dec 4, 2008·Organic Letters·Zulfiqar Ali Khan, Thomas Wirth
Mar 30, 2012·The Journal of Organic Chemistry·Le LiuKang Zhao
Jan 22, 2011·The Journal of Organic Chemistry·Feng ZhouXiyan Lu
Mar 23, 2019·Journal of the American Chemical Society·Connor HoltAlison J Frontier
Aug 16, 2013·Organic Letters·Krishna Bahadur Somai Magar, Yong Rok Lee
Dec 20, 2011·Organic Letters·Dmitry L Usanov, Hisashi Yamamoto

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