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Water-Soluble Hypervalent Iodine(III) Having an I-N Bond. A Reagent for the Synthesis of Indoles

Hai-Dong Xia, Yan-Dong Zhang, Yan-Hui Wang and Chi Zhang*

*State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), College of Chemistry, Nankai University, Tianjin 300071, China, Email: zhangchinankai.edu.cn

H.-D. Xia, Y.-D. Zhang, Y.-H. Wang, C. Zhang, Org. Lett., 2018, 20, 4052-4056.

DOI: 10.1021/acs.orglett.8b01615 (free Supporting Information)


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Abstract

(Phenyliodonio)sulfamate (PISA) is a readily accessible and bench-stable water-soluble hypervalent iodine(III) reagent, that enables the synthesis of various indoles via C-H amination of 2-alkenylanilines involving an aryl migration/intramolecular cyclization cascade with excellent regioselectivity.

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Key Words

indoles, hypervalent iodine compounds


ID: J54-Y2018