Microwave-Promoted Synthesis of a Carbocyclic Curcuminoid: An Organic Chemistry Laboratory Experiment

Autor/inn/en	Mullins, Joseph J.; Prusinowski, Allen F.
Titel	Microwave-Promoted Synthesis of a Carbocyclic Curcuminoid: An Organic Chemistry Laboratory Experiment
Quelle	In: Journal of Chemical Education, 96 (2019) 3, S.606-609 (4 Seiten)Infoseite zur Zeitschrift PDF als Volltext Verfügbarkeit
Zusatzinformation	ORCID (Mullins, Joseph J.)
Sprache	englisch
Dokumenttyp	gedruckt; online; Zeitschriftenaufsatz
ISSN	0021-9584
DOI	10.1021/acs.jchemed.8b00662
Schlagwörter	Organic Chemistry; Laboratory Experiments; Undergraduate Students; Scientific Concepts; Radiation; College Science; Hands on Science + Suchen Sie Ihr Suchwort? Organische Chemie; Laboratory work; Laborarbeit; Strahlung
Abstract	A microwave-promoted synthesis of a carbocyclic curcuminoid has been developed for the undergraduate organic chemistry laboratory curriculum. The experiment features several teaching points: A novel Knoevenagel iminium-mediated condensation forms a highly conjugated, intensely colored natural product. Reaction occurs uniquely at the less acidic positions of the diketone owing to the formation of a boron enolate formed in situ. Green chemistry is demonstrated by the use of microwave irradiation for efficient reaction, minimal use of solvent, and rapid and convenient workup conditions. Students from multiple lab sections obtained the product in good yield and purity and submitted reports containing their results and conclusions. (As Provided).
Anmerkungen	Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Erfasst von	ERIC (Education Resources Information Center), Washington, DC
Update	2020/1/01