Synthesis of Polysubstituted 1,2-Dihydro-3H-pyrrolo[1,2-a]indol-3-ones through Domino Palladium-Catalyzed Reactions of Indol-2-ylmethyl Acetates with 1,3-Dicarbonyl Derivatives

Antonia Iazzetti; Antonio Arcadi; Stefano Dessalvi; Giancarlo Fabrizi; Antonella Goggiamani; Federico Marrone; Andrea Serraiocco; Alessio Sferrazza; Karim Ullah

doi:10.3390/catal12121516

Catalysts (Nov 2022)

Synthesis of Polysubstituted 1,2-Dihydro-3H-pyrrolo[1,2-a]indol-3-ones through Domino Palladium-Catalyzed Reactions of Indol-2-ylmethyl Acetates with 1,3-Dicarbonyl Derivatives

Antonia Iazzetti,
Antonio Arcadi,
Stefano Dessalvi,
Giancarlo Fabrizi,
Antonella Goggiamani,
Federico Marrone,
Andrea Serraiocco,
Alessio Sferrazza,
Karim Ullah

Affiliations

Antonia Iazzetti: Department of Basic Biotechnological Sciences, Intensivological and Perioperative Clinics, Catholic University of Sacred Heart, L.go F. Vito 1, 00168 Rome, Italy
Antonio Arcadi: Dipartimento di Ingegneria e Scienze dell’Informazione e Matematica, Università degli Studi di L’Aquila, Via Vetoio, 67100 L’Aquila, Italy
Stefano Dessalvi: Department of Chemistry and Technologies of Drug, Sapienza, University of Rome, P.le A. Moro 5, 00185 Rome, Italy
Giancarlo Fabrizi: Department of Chemistry and Technologies of Drug, Sapienza, University of Rome, P.le A. Moro 5, 00185 Rome, Italy
Antonella Goggiamani: Department of Chemistry and Technologies of Drug, Sapienza, University of Rome, P.le A. Moro 5, 00185 Rome, Italy
Federico Marrone: Department of Chemistry and Technologies of Drug, Sapienza, University of Rome, P.le A. Moro 5, 00185 Rome, Italy
Andrea Serraiocco: Department of Chemistry and Technologies of Drug, Sapienza, University of Rome, P.le A. Moro 5, 00185 Rome, Italy
Alessio Sferrazza: Department of Chemistry and Technologies of Drug, Sapienza, University of Rome, P.le A. Moro 5, 00185 Rome, Italy
Karim Ullah: Department of Chemistry and Technologies of Drug, Sapienza, University of Rome, P.le A. Moro 5, 00185 Rome, Italy

DOI: https://doi.org/10.3390/catal12121516
Journal volume & issue: Vol. 12, no. 12
p. 1516

Abstract

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A straightforward assembly of polysubstituted 1,2-dihydro-3H-pyrrolo[1,2-a]indol-3-ones through a domino palladium-catalyzed reaction of indol-2-ylmethyl acetates with 1,3-dicarbonyl derivatives is described. The key role of the features of the 1,3-dicarbonyls on the reaction outcome has been explored. The employment of 2-methylcyclohexan-1,3-dione as the dicarbonyl source could allow further challenging indole nucleus functionalizations.

Published in Catalysts

ISSN: 2073-4344 (Online)
Publisher: MDPI AG
Country of publisher: Switzerland
LCC subjects: Technology: Chemical technology; Science: Chemistry
Website: https://www.mdpi.com/journal/catalysts

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