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Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds
Stockholms universitet, Naturvetenskapliga fakulteten, Institutionen för organisk kemi.
2015 (engelsk)Inngår i: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 357, nr 10, s. 2331-2338Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

Palladium-catalyzed oxidative annulations between phenols and alkenylcarboxylic acids produced a library of benzofuran compounds. Depending on the nature of the substitution of the phenol precursor, either 2,3-dialkylbenzofurans or 2-alkyl-3-methylene-2,3-dihydrobenzofurans can be synthesized with excellent regioselectivity. Reactions between conjugated 5-phenylpenta-2,4-dienoic acids and phenol gave 3-alkylidenedihydrobenzofuran alkaloid motifs while biologically active 7-arylbenzofuran derivatives were prepared by starting from 2-phenylphenols. More interestingly, selective incorporation of deuterium from D2O has been discovered, which offers an attractive one-step method to access deuterated compounds.

sted, utgiver, år, opplag, sider
2015. Vol. 357, nr 10, s. 2331-2338
Emneord [en]
benzofurans, C-H activation, deuterium, palladium, synthetic methods
HSV kategori
Identifikatorer
URN: urn:nbn:se:su:diva-119560DOI: 10.1002/adsc.201500308ISI: 000358208000023OAI: oai:DiVA.org:su-119560DiVA: diva2:846794
Forskningsfinansiär
Swedish Research Council
Tilgjengelig fra: 2015-08-18 Laget: 2015-08-17 Sist oppdatert: 2017-12-04bibliografisk kontrollert

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