☆ 4.8 Article

Selective Syntheses of Z-Alkenes via Photocatalyzed Decarboxylative Coupling of N-Hydroxyphthalimide Esters with Terminal Arylalkynes

ORGANIC LETTERS (2019)

期刊

ORGANIC LETTERS

卷 21, 期 7, 页码 2269-2272

出版社

AMER CHEMICAL SOC

DOI: 10.1021/acs.orglett.9b00558

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Chemistry, Organic

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National Natural Science Foundation of China [21302231]
Hunan Provincial Natural Science Foundation of China [14JJ3021]
Programs Foundation of Ministry of Education of China [20130162120032]

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A novel, efficient Z-alkene synthesis via photo-catalyzed decarboxylative couplings between terminal aryl alkynes and alkyl N-hydroxyphthalimide (NHPI) esters, which are derived from aliphatic carboxylic acids, is described. A wide range of primary, secondary, and tertiary carboxylates as well as alpha-amino acid and alpha-oxyacid-derived esters were employed as suitable substrates. The mild reaction conditions, broad substrate scope, functional group tolerance, and operational simplicity make this decarboxylative coupling reaction a valuable method in organic syntheses.

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