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Sun L, Yuan Y, Yao M, et al. Electrochemical Aminoselenation and Oxyselenation of Styrenes with Hydrogen Evolution. Org Lett. 2019;21(5):1297-1300doi: 10.1021/acs.orglett.8b03274.
Sun, L., Yuan, Y., Yao, M., Wang, H., Wang, D., Gao, M., Chen, Y. H., & Lei, A. (2019). Electrochemical Aminoselenation and Oxyselenation of Styrenes with Hydrogen Evolution. Organic letters, 21(5), 1297-1300. https://doi.org/10.1021/acs.orglett.8b03274
Sun, Li, et al. "Electrochemical Aminoselenation and Oxyselenation of Styrenes with Hydrogen Evolution." Organic letters vol. 21,5 (2019): 1297-1300. doi: https://doi.org/10.1021/acs.orglett.8b03274
Sun L, Yuan Y, Yao M, Wang H, Wang D, Gao M, Chen YH, Lei A. Electrochemical Aminoselenation and Oxyselenation of Styrenes with Hydrogen Evolution. Org Lett. 2019 Mar 01;21(5):1297-1300. doi: 10.1021/acs.orglett.8b03274. Epub 2019 Feb 08. PMID: 30735046.
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Org Lett. 2019 Mar 01;21(5):1297-1300. doi: 10.1021/acs.orglett.8b03274. Epub 2019 Feb 08.

Electrochemical Aminoselenation and Oxyselenation of Styrenes with Hydrogen Evolution.

Organic letters

Li Sun, Yong Yuan, Min Yao, Han Wang, Daoxin Wang, Meng Gao, Yi-Hung Chen, Aiwen Lei

Affiliations

  1. College of Chemistry , Nanchang University , Nanchang 330031 , Jiangxi , P.R. China.
  2. National Research Center for Carbohydrate Synthesis , Jiangxi Normal University , Nanchang 330022 , Jiangxi , P.R. China.
  3. College of Chemistry and Molecular Sciences, the Institute for Advanced Studies (IAS) , Wuhan University , Wuhan 430072 , Hubei , P.R. China.

PMID: 30735046 DOI: 10.1021/acs.orglett.8b03274

Abstract

The use of additive-free conditions is an ideal approach to prepare organoselenium reagents from readily available unsaturated substrates. Thus, we report the electro-induced aminoselenation and oxyselenation of styrenes without any acids or oxidants as additives. This transformation is compatible with various functional groups, which leads to vicinal difunctionalized organoselenium compounds. Our strategy improves the potential of this protocol for use in the pharmaceutical industry. Based upon the preliminary mechanism studies, we propose two possible pathways.

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