Generation of alkyl and acyl radicals by visible-light photoredox catalysis: direct activation of C–O bonds in organic transformations

• Mithu Roy,
• Bitan Sardar,
• Itu Mallick and
• Dipankar Srimani

Beilstein J. Org. Chem. 2024, 20, 1348–1375, doi:10.3762/bjoc.20.119

• via C–O bond cleavage Direct C–O bond activation of acids In visible-light photoredox catalysis, simple and affordable carboxylic acids and acid anhydrides can be utilized as good acyl radical sources for the deoxygenation approach. Acyl radicals can be generated through the use of photocatalysts

• acyl radical. This acyl radical eventually leads to the formation of expected product. Reactions involving alkyl radical obtained via C–O bond cleavage C–O bond activation of prefunctionalized alcohols Alkyl radicals play a crucial role as intermediates in various chemical transformations involving C–H

• interesting. However, direct C–O bond activation of alcohols by visible light is limited due to the large redox potential and the high C–O bond energy. As such, the conversion of alcohols to redox-active groups is necessary to tackle this issue. In this section, we will discuss various types of

Visible light photoredox-catalyzed deoxygenation of alcohols

• Daniel Rackl,
• Viktor Kais,
• Peter Kreitmeier and
• Oliver Reiser

Beilstein J. Org. Chem. 2014, 10, 2157–2165, doi:10.3762/bjoc.10.223

• developed is limited to benzylic, α-carbonyl, and α-cyanoalcohols; with other alcohols a slow partial C–F bond reduction in the 3,5-bis(trifluoromethyl)benzoate moiety occurs. Keywords: C–O bond activation; deoxygenation; photochemistry; photoredox catalysis; visible light; Introduction The dwindling