Direct β-functionalization of cyclic ketones with aryl ketones via the merger of photoredox and organocatalysis.

Direct β-functionalization of cyclic ketones with aryl ketones via the merger of photoredox and organocatalysis.
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DOI:
10.1021/ja410478a
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发表时间:
2013-12-11
影响因子:
15
通讯作者:
MacMillan DW
MacMillan DW
中科院分区:
化学1区
文献类型:
--
作者:
Petronijević FR;Nappi M;MacMillan DW

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The direct β-coupling of cyclic ketones with aryl ketones has been achieved via the synergistic combination of photoredox catalysis and organocatalysis. Diaryl oxymethyl or aryl–alkyl oxymethyl radicals, transiently generated via single-electron reduction of ketone precursors, readily merge with β-enaminyl radical species – generated by photon-induced enamine oxidation – to produce γ-hydroxyketone adducts. Experimental evidence indicates that two discrete reaction pathways can be operable in this process depending upon the nature of the ketyl radical precursor and the photocatalyst.
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