期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 358, 期 1, 页码 74-80出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201500734
关键词
debromination; Hantzsch esters; hydroxylation; photoreductants
资金
- National Research Foundation of Korea [NRF-2014R1A1A1A05003274, NRF-2014-011165, NRF-2012M3A7B4049657]
- Ewha Womans University [1-2015-0447-001-1]
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.
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