2,3-Dimethoxyindolines: a latent electrophile for SNAr reactions triggered by indium catalysts

2,3-Dimethoxyindolines: a latent electrophile for SNAr reactions triggered by indium catalysts

2,3-Dimethoxyindolines (DiMeOINs) have emerged as a latent electrophile in indium-catalyzed SNAr reactions. They are easily obtained from commercially available indoles and allowed access to 3-substituted indoles. The reaction proceeds via SNAr reactions of in situ generated 3-methoxyindoles. Format...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-05, Vol.56 (38), p.5139-5142
Hauptverfasser: Hirao, Seiya, Yamashiro, Toshiki, Kohira, Kyouka, Mishima, Naoki, Abe, Takumi
Format: Artikel
Sprache:eng
Schlagworte:
Chemical reactions
Indium
Indoles
NMR
Nuclear magnetic resonance
Reagents
Substitutes
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Zusammenfassung:2,3-Dimethoxyindolines (DiMeOINs) have emerged as a latent electrophile in indium-catalyzed SNAr reactions. They are easily obtained from commercially available indoles and allowed access to 3-substituted indoles. The reaction proceeds via SNAr reactions of in situ generated 3-methoxyindoles. Formation of C2-substituted indoles was also possible utilizing the C2-nucleophilicity of DIMeOIN. Our protocol is user friendly as DiMeOIN is a bench-stable easy-to-handle crystalline reagent.
ISSN:1359-7345
1364-548X
DOI:10.1039/d0cc01210f