Please use this identifier to cite or link to this item: http://hdl.handle.net/10397/89274
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Title: Silver-mediated organic transformations of propargylamines to enones, α-thioketones, and isochromans
Authors: Cui, JF 
Yang, B 
Yu, Q 
Lai, NCH 
Chen, H 
Wong, MK 
Issue Date: 31-Jan-2019
Source: ChemistrySelect, 31 Jan. 2019, v. 4, no. 4, p. 1476-1482
Abstract: This work describes a series of silver-mediated transformations of propargylamines to provide diverse patterns of products, including enones, α-thioketones, and isochromans. A variety of enone derivatives were obtained by silver-catalyzed transformation of propargylamines with 3-chloroperoxybenzoic acid (m-CPBA) in aprotic solvent. In contrast, when the reactions were carried out in protic solvent with N-Boc-L-cysteine methyl ester (Boc = tert-butoxycarbonyl) as nucleophile, α-thioketones were obtained. Moreover, the first silver-mediated cascade cyclization of alkynyl alcohol-linked propargylamines giving isochroman scaffolds was also described in this paper.
Keywords: Enones
Isochromans
Propargylamines
Silver
Thioketones
Publisher: Wiley-VCH
Journal: ChemistrySelect 
EISSN: 2365-6549
DOI: 10.1002/slct.201900024
Rights: © 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
This is the peer reviewed version of the following article: Cui, J. F., Yang, B., Yu, Q., Lai, N. C. H., Chen, H., & Wong, M. K. (2019). Silver‐Mediated Organic Transformations of Propargylamines to Enones, α‐Thioketones, and Isochromans. ChemistrySelect, 4(4), 1476-1482, which has been published in final form at https://doi.org/10.1002/slct.201900024. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.
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