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Selective Debromination and alpha-Hydroxylation of alpha-Bromo Ketones Using Hantzsch Esters as Photoreductants

Title
Selective Debromination and alpha-Hydroxylation of alpha-Bromo Ketones Using Hantzsch Esters as Photoreductants
Authors
Jung, JaehunKim, JunPark, GyurimYou, YoungminCho, Eun Jin
Ewha Authors
유영민
SCOPUS Author ID
유영민scopus
Issue Date
2016
Journal Title
ADVANCED SYNTHESIS & CATALYSIS
ISSN
1615-4150JCR Link1615-4169JCR Link
Citation
vol. 358, no. 1, pp. 74 - 80
Keywords
debrominationHantzsch estershydroxylationphotoreductants
Publisher
WILEY-V C H VERLAG GMBH
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
Two transformations initiated by photoinduced one-electron transfer to a-bromo ketones have been demonstrated. Hantzsch esters donate one electron to alpha-bromo ketones under photoirradiation, promoting reductive debromination. Subsequent reactions of the resulting radical species of the ketones with molecular oxygen and Hantzsch esters lead to alpha-hydroxylation or debromination, respectively. The relative dominance of the two pathways depends profoundly on the reaction conditions, including solvent, O-2 levels, and the concentration of the Hantzsch esters. The synthetic protocols feature advantages because they require the environmentally benign sources, molecular oxygen and visible light.
DOI
10.1002/adsc.201500734
Appears in Collections:
엘텍공과대학 > 화학신소재공학전공 > Journal papers
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