Detosylative (Deutero)alkylation of Indoles and Phenols with (Deutero)alkoxides
Ming-Hui Zhu, Cheng-Long Yu, Ya-Lan Feng, Muhammad Usman, Dayou Zhong, Xin Wang, Nasri Nesnas, Wen-Bo Liu*
*College of Chemistry and Molecular Sciences, Wuhan University, 299 Bayi Road, Wuhan, Hubei 430072, China, Email: wenboliuwhu.edu.cn
M.-H. Zhu, C.-L. Yu, Y.-L. Feng, M. Usman, D. Zhong, X. Wang, N. Nesnas, W.-B. Liu, Org. Lett., 2019, 21, 7073-7077.
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A consecutive detosylation/alkylation transformation of tosylated indoles and phenols with alkoxides/alcohols as the alkylation reagents features mild reaction conditions, high ipso-selectivity, and good functional group tolerance. A one-pot selective N-alkylation of unprotected indoles with alcohols and TsCl is also realized.
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indoles, N-alkylation, N-benzylation, aryl ethers