Rhodium-Catalyzed Selective Oxidative (Spiro)annulation of 2-Arylindoles by Using Benzoquinone as a C2 or C1 Synthon.
Org Lett
; 21(16): 6437-6441, 2019 08 16.
Article
em En
| MEDLINE
| ID: mdl-31386384
ABSTRACT
Rhodium-catalyzed substrate-tunable oxidative annulation and spiroannulation reactions of 2-arylindoles with benzoquinone leading to 9H-dibenzo[a,c]carbazol-3-ols and new spirocyclic products are reported. Intriguingly, with 2-aryl-substituted indoles, benzoquinone could act as a C2 synthon to afford dibenzo[a,c]carbazoles. On the contrary, when 2-aryl-3-substituted indoles were used, benzoquinone switched to act as a C1 synthon to furnish spirocyclic compounds. In addition, further transformations of the obtained products demonstrate the synthetic utility of the present protocol.
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MEDLINE
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En
Ano de publicação:
2019
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Article