Recent Advances in Indole Synthesis and the Related Alkylation

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(6)

Published: May 2, 2023

Abstract The derivatives of indoles are very useful intermediates in pharmaceuticals and organic synthesis. efficient synthesis the indole blocks related functionalizations, especially alkylation hot topics recent years. This review will focus on following two aspects: i) new developments for which was catalyzed by transition metals, indoles, including one N 1 ‐position, C 2 as well 3 ‐position. 1. Introduction 2. Synthesis various metals 2.1. palladium catalysts 2.2. other metal 3. Alkylation 3.1. ‐alkylation 3.2. 3.3.

Language: Английский

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An interrupted Heyns rearrangement approach for the regioselective synthesis of acylindoles

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(92), P. 13747 - 13750

Published: Jan. 1, 2023

An efficient and general method for the synthesis of 2- 3-acylindoles has been achieved with high regioselectivity from o -acylanilines α-hydroxycarbonyl or its equivalent.

Language: Английский

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α-Hydroxydimethylacetal/ketal as an α-hydroxycarbonyl equivalent in interrupted Heyns/Amadori rearrangement: regioselective synthesis of substituted C2- and C3-acylindoles

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: 48(22), P. 9981 - 9989

Published: Jan. 1, 2024

The in-situ generated aminoenol intermediate has been intramolecularly trapped with ketones/aldehydes for the synthesis of C2- and C3-acylindoles.

Language: Английский

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Five-membered ring systems: pyrroles and benzo analogs

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 155 - 207

Published: Jan. 1, 2023

Language: Английский

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Cobalt-catalyzed C(sp³)–H bond functionalization to access indole derivatives

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(14), P. 3723 - 3729

Published: Jan. 1, 2022

A cobalt-catalyzed C(sp 3 )–H bond functionalization to synthesize indole derivatives is demonstrated. The highlight of this protocol accomplished by sequential C–H activation.

Language: Английский

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Cooperative catalysis of carbenes and Lewis acids for the highly enantioselective synthesis of dihydroquinolones via in situ generation of aza-ortho-quinone methide and enolate intermediates

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(6), P. 1713 - 1719

Published: Jan. 1, 2024

An efficient protocol for the highly enantioselective synthesis of dihydroquinolones was developed via NHC-catalyzed [4 + 2] annulation between in situ generated aza- ortho -quinone methide and enolate intermediates.

Language: Английский

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Copper–Catalyzed Construction of the Indole Core: Recent Advancements

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(7)

Published: Feb. 13, 2024

Abstract Indoles are one of the most important heterocycles because their widespread occurrence in bioactive natural products, synthetic drugs and organic materials. Therefore, development efficient strategies for synthesizing functionalized indoles has been great importance synthesis. Copper, being a transition metal, meet goal due to its low toxicity, high catalytic activity cost‐effectiveness. In this review, we focus on last five year (2019–2023) advancement copper‐catalyzed annulations construction indole core involving various N‐containing substrates, which include anilines, o ‐alkynylanilines, ‐aminophenylpropynols, ‐alkynylnitroarenes, ‐nitrochalcones, azidoalkynes, isonitriles, nitriles, enamines, imines, etc. Mechanistic aspects reactions have also highlighted better understanding reaction pathways.

Language: Английский

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Recent Advances in Nonprecious Metal Catalysis

Organic Process Research & Development, Journal Year: 2022, Volume and Issue: 26(12), P. 3204 - 3215

Published: Nov. 23, 2022

As the field of nonprecious metal catalysis continues to expand, we pursue a review series covering selected transformations in this area over short time intervals highlight advancements. We seek raise awareness both current art and need continue development toward broader application earth-abundant metals pharmaceutical industry.

Language: Английский

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Metal‐Catalysed Synthesis of Benzofused Five‐Membered N/O/S‐Heterocycles, a Progressive Area in Synthetic Organic Chemistry

European Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 26(46)

Published: Sept. 29, 2023

Abstract Benzo‐fused five‐membered N/O/S heterocyclic compounds, such as indole, benzofuran, and benzothiophene, possessing a single heteroatom, have important applications in medicinal chemistry, agrochemistry, material chemistry. Metal‐catalysed reactions are well‐established synthetic pathways for the formation of C−X bonds, enabling direct synthesis heterocycles. This approach offers advantages over traditional methods, fewer steps, increased atom economy, low catalyst loading, regioselectivity, stereoselectivity. Due to their widespread use pharmaceutical industry, C−N, C−O, C−S bonds has gained significant attention. article focusses on metal‐catalysed corresponding mechanistic approaches N/O/S‐heterocycles, particularly reviewing progress past five years discussing unexplored future opportunities.

Language: Английский

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K₂CO₃-mediated annulation of 1,3-acetonedicarboxylates with 2-fluoro-1-nitroarenes: synthesis of indoles

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(20), P. 4108 - 4122

Published: Jan. 1, 2024

The K

Language: Английский

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