Ruthenium (II)‐Catalysed Regioselective C6 Alkylation of Indoles with Maleimides

Abstract Ruthenium (II)‐catalysed regioselective C6 alkylation of indole‐7‐carboxamides with maleimide has been described. Electronically diverse maleimides reacted with various indoles to furnish corresponding C6 substituted succinimide derivatives of indoles with 46–89% yields. The reaction shows functional group tolerance. The synthetic utility of the reaction has been demonstrated through the conversion of the obtained product to the corresponding hexahydropyridazinyl derivative. We also studied the kinetics of the reaction through intermolecular competitive experiments with electronically distinct indole‐7‐carboxamides.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2024-09-09
DOI
https://doi.org/10.1002/adsc.202400601
Citations
5
Primary Topic
Asymmetric Hydrogenation and Catalysis
Type
article
Field-Weighted Citation Impact
0.79
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article

Ruthenium (II)‐Catalysed Regioselective C6 Alkylation of Indoles with Maleimides

Sudam Ganpat Dawande, Pankaj Jadhav
5 citations
Advanced Synthesis & Catalysis
Asymmetric Hydrogenation and Catalysis
0.79
article

Ruthenium (II)‐Catalysed Regioselective C6 Alkylation of Indoles with Maleimides

Sudam Ganpat Dawande, Pankaj Jadhav
article en
5 citations

Abstract

Abstract Ruthenium (II)‐catalysed regioselective C6 alkylation of indole‐7‐carboxamides with maleimide has been described. Electronically diverse maleimides reacted with various indoles to furnish corresponding C6 substituted succinimide derivatives of indoles with 46–89% yields. The reaction shows functional group tolerance. The synthetic utility of the reaction has been demonstrated through the conversion of the obtained product to the corresponding hexahydropyridazinyl derivative. We also studied the kinetics of the reaction through intermolecular competitive experiments with electronically distinct indole‐7‐carboxamides.

Advanced Synthesis & CatalysisVol. 366(24)
Institute of Chemical Technology (IN), Indian Institute of Technology Madras (IN)
Openalex Percentile: Top 33%
Asymmetric Hydrogenation and Catalysis
0.79
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