Photoinduced transition-metal- and external-photosensitizer-free intramolecular aryl rearrangement via C(Ar)–O bond cleavage?
Chemical Science Pub Date: 2020-05-26 DOI: 10.1039/D0SC01585G
Abstract
The use of photochemical reactions that do not require expensive photocatalysts or transition metals is an environmentally friendly strategy for accomplishing a variety of structural transformations. Herein, we report a protocol for photoinduced transition-metal- and external-photocatalyst-free intramolecular heteroaryl/aryl rearrangement reactions of 2-heteroaryl/aryloxybenzaldehydes. The protocol was compatible with a variety of functionalities, including methyl, methoxy, cyano, ester, trifluoromethyl, halogen, and heteroaromatic rings. Control experiments suggested that the reaction proceeded via a photoinduced intramolecular heteroaryl/aryl rearrangement process involving photoexcitation of the aldehyde carbonyl group, radical addition, C–C bond formation and C(Ar)–O bond cleavage.
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Journal Name：Chemical Science
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CAS no.: 89640-58-4
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