Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds
Number of Authors: 4
2015 (English)In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 357, no 10, 2331-2338 p.Article in journal (Refereed) Published
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.
Place, publisher, year, edition, pages
2015. Vol. 357, no 10, 2331-2338 p.
benzofurans, C-H activation, deuterium, palladium, synthetic methods
IdentifiersURN: urn:nbn:se:su:diva-119560DOI: 10.1002/adsc.201500308ISI: 000358208000023OAI: oai:DiVA.org:su-119560DiVA: diva2:846794