One-pot synthesis of indoles and quinolinones from -tosylaminophenyl-substituted -quinone methides

A facile one-pot synthesis has been developed through alkylation/acylation of ortho -tosylaminophenyl-substituted para -quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence. This cascade reaction occurs readily in good yield (up to 95%), providing a divergent...

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Veröffentlicht in:RSC advances 2020-09, Vol.1 (55), p.33455-3346
Hauptverfasser: Wang, Junwei, Pan, Xiang, Rong, Quanjin, Zhao, Lei, Zhao, Lin, Dai, Weichen, Zhao, Kun, Hu, Lihong
Format: Artikel
Sprache:eng
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Zusammenfassung:A facile one-pot synthesis has been developed through alkylation/acylation of ortho -tosylaminophenyl-substituted para -quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence. This cascade reaction occurs readily in good yield (up to 95%), providing a divergent synthetic approach to structurally diverse 2,3-disubstituted indoles and 3,4-diaryl-substituted quinolinones. A facile one-pot synthesis has been developed through alkylation/acylation of ortho -tosylaminophenyl-substituted para -quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence.
ISSN:2046-2069
DOI:10.1039/d0ra05497f