Extended knowledge of 2,4,6-Triphenylpyrylium tetrafluoroborate

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Diels-Alder reactions between indole (3) and substituted cyclohexa-1,3-dienes (2) can be effected by a photoinduced catalyzed electron transfer reaction using catalytic amounts of triarylpyrylium tetrafluoroborates (1) as sensitizers and an acid chloride as a trapping agent.Irradiation generates N-acyl-1,4,4a,9a-tetrahydro-1,4-ethanocarbazoles in one step.The products are formed with nearly total regioselectivity, such that a substituent in the 1-position of the cyclohexa-1,3-diene is always found in the 1-position of the tetrahydrocarbazole, and a substituent in the 2-position of the diene always appears in the 3-position of the product.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI