Journal
ACS CATALYSIS
Volume 8, Issue 7, Pages 6224-6229Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.8b00481
Keywords
C-H activation; photocatalysis; Lewis acid catalysis; gamma-aryl ketone; naphthalene
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Funding
- National University of Singapore
- Ministry of Education (MOE) of Singapore [R-143-000-645-112, R-143-000-665114]
- GSK-EDB [R-143-000-687-592]
- A*STAR AME [R-143000-690-305]
- National Natural Science Foundation of China [21702142]
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Value-added chemicals, gamma-aryl ketones and naphthalenes, were conveniently synthesized from readily available toluenes and enones through the synergistic combination of photoredox and Lewis acid catalysis. The direct synthesis of gamma-aryl ketones represents a rare example of Giese reactions between benzylic C(sp(3))-H and enones that avoids the use of prefunctionalized metallic nucleophiles. Naphthalene derivatives were accessed through a one-pot Giese reaction/Friedel-Crafts hydroxyalkylation/oxidative aromatization sequential transformation.
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