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Visible-Light-Promoted Redox Neutral C-H Amidation of Heteroarenes with Hydroxylamine Derivatives

Qixue Qin and Shouyun Yu*

*State Key Laboratory of Analytical Chemistry for Life Science, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China, Email: yushouyunnju.edu.cn

Q. Qin, S. Yu, Org. Lett., 2014, 16, 3504-3507.

DOI: 10.1021/ol501457s (free Supporting Information)


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Abstract

In a room temperature redox neutral direct C-H amidation of heteroarenes, easily accessible hydroxylamine derivatives have been employed as tunable nitrogen sources. These highly regioselective reactions were enabled by a visible-light-promoted single-electron transfer pathway without a directing group. A variety of heteroarenes, such as indoles, pyrroles, and furans, could go through this amidation with high yields (up to 98%).

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Key Words

indoles


ID: J54-Y2014