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Updated: Sep 13, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Single-Flask Manganese(I)-Catalyzed Dienylation and Diels-Alder Cascade: Synthesis of Indole-Cyclohexene Hybrids with
Jinhwan Park1, Da Young Kim2, Yeongmi Park1
1Department of Chemical Engineering (BK21 FOUR Graduate Program), Dong-A University, Busan 49315, South Korea.
Abstract:
A manganese(I)-catalyzed C-H dienylation of indoles with allenyl benzoate was developed that enables access to C2-dienylated indoles. Moreover, a one-pot consecutive cycloaddition process using a range of dienophiles afforded a series of complex alicyclic scaffolds. Mechanistic experiments demonstrated reversible C-H metalation and a possible five-membered manganacycle intermediate. This manganese-catalyzed dienylation-cycloaddition reaction enables the synthesis of novel indole-cyclohexene conjugates with potential anti-inflammatory activities.
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