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Synthesis of Polycyclic Quinazolinones through C(sp3)−H Functionalization of Inert Alkanes or Visible‐Light‐Promoted Oxidation Decarboxylation of N‐Hydroxyphthalimide Esters

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This work describes the cleavage of the C(sp3)−H bond of inert alkanes and the visible-light promoted oxidation decarboxylation of NHP-esters to form alkyl radicals, which then efficiently synthesize valuable polycyclic quinazolinones through radical addition and cyclization. Both methods were carried out in water or water/DMSO media without metal catalysts with good functional group compatibility.


Abstract

Two novel C(sp3)−H functionalization of inert alkanes and visible-light promoted oxidation decarboxylation of N-hydroxyphthalimide (NHP) esters to access polycyclic quinazolinones have been described. These methods do not involve metal catalysts and are carried out in water or water/DMSO media. The wide substrate scope, even including the seven-membered ring under mild reaction conditions, demonstrate the practicability of these strategies.

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