Synthesis 2018; 50(17): 3436-3444
DOI: 10.1055/s-0037-1609732
paper
© Georg Thieme Verlag Stuttgart · New York

Brønsted Acid Catalyzed Dehydrative Arylation of 4-Indolylmeth­anols with Indoles: Efficient Access to Indolyl-Substituted Triarylmethanes

Jin-Xi Liu
,
Zi-Qi Zhu
,
Lei Yu
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, 221116, P. R. of China   Email: fshi@jsnu.edu.cn   Email: guangjianM@jsnu.edu.cn   Email: furan@163.com
,
Bai-Xiang Du*
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, 221116, P. R. of China   Email: fshi@jsnu.edu.cn   Email: guangjianM@jsnu.edu.cn   Email: furan@163.com
,
Guang-Jian Mei*
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, 221116, P. R. of China   Email: fshi@jsnu.edu.cn   Email: guangjianM@jsnu.edu.cn   Email: furan@163.com
,
School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, 221116, P. R. of China   Email: fshi@jsnu.edu.cn   Email: guangjianM@jsnu.edu.cn   Email: furan@163.com
› Author Affiliations
We are much appreciated for the financial support from NSFC (21772069 and 21702077), the Natural Science Foundation of Jiangsu Province (BK20160003 and BK20170227), TAPP, and Six Kinds of Talents Project of Jiangsu Province (SWYY-025).
Further Information

Publication History

Received: 13 March 2018

Accepted after revision: 30 March 2018

Publication Date:
29 May 2018 (eFirst)

Abstract

A Brønsted acid catalyzed dehydrative arylation of 4-indolylmethanols with indoles has been established, leading to a series of indolyl-substituted triarylmethanes in good to excellent yields (up to 97% yield). In addition, in this Brønsted acid catalyzed dehydration process, the only byproduct was water. Accordingly, this approach can be considered to have high atom economy and to be environmentally friendly. This approach not only provides a useful strategy for the synthesis of structurally diversified indolyl-substituted triarylmethanes, but also represents the first example of a 4-indolylmethanol-involved reaction, which will advance the chemistry of indolylmethanols.

Supporting Information

 
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