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Type: Artigo
Title: Palladium-mediated oxidative annulation of δ-indolyl-α,β-unsaturated compounds toward the synthesis of cyclopenta[b]indoles and heterogeneous hydrogenation to access fused indolines
Author: Agy, Andre Capretz
Rodrigues, Manoel T., Jr.
Zeoly, Lucas A.
Simoni, Deborah A.
Coelho, Fernando
Abstract: The cyclopenta[b]indole moiety represents a key skeletal unit in several natural and synthetic compounds that exhibit diverse biological properties. We described herein a two-step sequence for synthesizing cyclopenta[b]indoles with great structural diversity in overall yields up to 37%. The key step was a palladium-catalyzed oxidative annulation of 3-alkylindoles (Fujiwara-Moritani reaction). The obtained cyclopenta[b]indoles were used as substrates in heterogeneous hydrogenation reactions to afford new fused indolines in moderate yields. An acid-catalyzed intramolecular cyclization of three such indolines gave tetracyclic lactams in 89, 90, and 61% yields
Subject: Hidrogenação
Country: Estados Unidos
Editor: American Chemical Society
Rights: Fechado
Identifier DOI: 10.1021/acs.joc.9b00505
Date Issue: 2019
Appears in Collections:IQ - Artigos e Outros Documentos

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