Iodine-mediated highly convenient strategy for the C-3 arylation of indoles with p-quinols is presented. The present work surpasses in forming a C–C bond at the meta-position of the phenols, which is traditionally challenging to functionalize. This protocol further leads the way to have ascendable, forthright access to phenol-assimilated heterocycles which have powerful applications both in synthetic and medicinal chemistry.
Iodine-mediated highly convenient and rapid protocol for C-3 arylation of indoles with p-quinols is presented. This methodology utilizes readily available indoles, furans and thiophene for Michael addition to p-quinols and subsequent aromatization to access phenol-assimilated heterocycles which have powerful applications both in synthetic and medicinal chemistry.
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CCDC number of compound 15 is 1877135
We thank the Department of Science Technology (DST) for providing HRMS facility in the FIST program, and ND thanks the MHRD, New Delhi for a research fellowship.
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Dua, N., Peddinti, R.K. Iodine-catalyzed regioselective C-3 arylation of indoles with p-quinols. J Chem Sci 132, 45 (2020). https://doi.org/10.1007/s12039-020-1742-2
- C-3 arylation of indoles
- meta-functionalized phenols
- indole-phenol hybrids
- regioselective reaction