Metal-free regioselective construction of indolin-3-ones via hypervalent iodine oxidation of N-substituted indoles

Chao Yang; Guanyun Cheng; Baofu Huang; Fengtian Xue; Chao Jiang

doi:10.1039/C6RA19741H

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Metal-free regioselective construction of indolin-3-ones via hypervalent iodine oxidation of N-substituted indoles†

Chao Yang,^a Guanyun Cheng,^a Baofu Huang,^c Fengtian Xue*^b and Chao Jiang

*^a

Author affiliations

* Corresponding authors

^a Department of Pharmaceutical Engineering, School of Chemical Engineering, Nanjing University of Science and Technology, Nanjing, Jiangsu 210094, China
E-mail: chaojiang@njust.edu.cn

^b Department of Pharmaceutical Sciences, University of Maryland School of Pharmacy, 20 Penn Street, Baltimore, Maryland 21201, United States
E-mail: fxue@rx.umaryland.edu

^c Nanjing Perlong Medical Equipment Co., Ltd., 989 East Qingshuiting Road, Jiangning Development Zone, Nanjing, Jiangsu 211102, China

Abstract

A metal-free method for the regioselective construction of 2-acetoxy indolin-3-ones from N-substituted indoles with PhI(OAc)₂ as the oxidant was developed under mild reaction conditions. A range of functionalized 2-acetoxy indolin-3-ones were readily accessed by this strategy with moderate to good yields.

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Article information

DOI: https://doi.org/10.1039/C6RA19741H
Article type: Paper
Submitted: 04 Aug 2016
Accepted: 06 Sep 2016
First published: 07 Sep 2016

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RSC Adv., 2016,6, 87134-87141

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Metal-free regioselective construction of indolin-3-ones via hypervalent iodine oxidation of N-substituted indoles

C. Yang, G. Cheng, B. Huang, F. Xue and C. Jiang, RSC Adv., 2016, 6, 87134 DOI: 10.1039/C6RA19741H

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