Domino alkyne insertion/aldol reaction/aromatization of 2-alkynyl indole-3-carbaldehyde with 1,3-diketones: entry to 2-indolyl phenols?
Organic & Biomolecular Chemistry Pub Date: 2023-01-04 DOI: 10.1039/D2OB02025D
Abstract
A novel one-pot base-promoted insertion of indolyl 2-alkynes into a C–C single bond of 1,3-diketones, followed by intramolecular aldol reaction and dehydrative aromatization is described. This reaction cascade leads to the construction of 2-indolyl phenols involving the formation of the C1–C2 and C3–C4 bonds of phenols resulting from the formal insertion process with a good substrate scope. Further, these bifunctional compounds were used in a novel arylative annulation in the presence of Grignard reagents to provide chromeno-indole frameworks.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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