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Homogeneous and Nanoparticle Gold-Catalyzed Hydrothiocyanation of Haloalkynes

Xiaojun Zeng, Bocheng Chen, Zhichao Lu, Gerald B. Hammond*, Bo Xu*

*University of Louisville, Louisville, Kentucky 40292, United States; Donghua University, 2999 North Renmin Lu, Shanghai, China Email: gb.hammondlouisville.edu, bo.xudhu.edu.cn

X. Zeng, B. Chen, Z. Lu, G. B. Hammond, B. Xu, Org. Lett., 2019, 21, 2772-2776.

DOI: 10.1021/acs.orglett.9b00728



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Abstract

A stereoselective gold-catalyzed hydrothiocyanation of haloalkynes provided vinyl thiocyanates in good yields. Furthermore, a sulfur-based gold catalyst (PPh3AuSCN) has shown a unique reactivity in gold-catalyzed reactions such as the cyclization of N-propargylic amides.

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Key Words

thiocyanates


ID: J54-Y2019