Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2-c]quin­azolin-6(5H)-ones

Arcadi, Antonio; Cacchi, Sandro; Fabrizi, Giancarlo; Ghirga, Francesca; Goggiamani, Antonella; Iazzetti, Antonia; Marinelli, Fabio

doi:10.1055/s-0036-1589158

Cited by 17 publications

(1 citation statement)

References 12 publications

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“…During the drafting of this review many papers continued to appearing in the literature. They have been not discussed here but they could be of interest for the reader [147][148][149][150][151][152][153][154][155][156][157][158][159]. Recently, the classical syntheses, which are still widely used and improved, have been juxtaposed with many transition metal catalyzed syntheses.…”

Section: Discussionmentioning

confidence: 99%

Recent Progress in the Transition Metal Catalyzed Synthesis of Indoles

Mancuso

Dalpozzo

2018

Catalysts

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Indole is the most frequently found heterocyclic core structures in pharmaceuticals, natural products, agrochemicals, dyes and fragrances. For about 150 years, chemists were absorbed in finding new and easier synthetic strategies to build this nucleus. Many books and reviews have been written, but the number of new syntheses that appear in the literature, make necessary continuous updates. This reviews aims to give a comprehensive overview on indole synthesis catalyzed by transition metals appeared in the literature in the years 2016 and 2017.

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Section: Discussionmentioning

confidence: 99%

Recent Progress in the Transition Metal Catalyzed Synthesis of Indoles

Mancuso

Dalpozzo

2018

Catalysts

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2‐(Alkynyl)anilines and Derivatives — Versatile Reagents for Heterocyclic Synthesis

2022

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The transformations of 2‐alkynylanilines and their derivatives into heterocycles are surveyed. Depending on the substituents, catalysts, and reaction conditions, these substrates can be converted into indoles, quinolines, indolines, oxindoles, indoxiles, various polycyclic compounds, etc. This review aims to generalize and assess the patterns of reactivity, selectivity, and applicability of 2‐(alkynyl)anilines in heterocyclic chemistry. The review is divided into sections in accordance with the produced heterocycle. In summary, the title substrates are capable of cyclizing not only into five‐ and six‐membered rings, but also to produce seven‐ and even eight‐membered ring systems. The preparation of 2‐(alkynyl)anilines is not covered.

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Copper‐Catalyzed Oxidative Cascade Inter‐Molecular Double Cyclization of 2‐Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3‐Hydroxy‐3‐Furylisoindolinone Derivatives

Yao¹,

Kavala

Lin

et al. 2022

Adv Synth Catal

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A one-pot strategy for the synthesis of 3-hydroxy-3-furylisoindolinone derivatives is reported. The reaction proceeds via a copper-catalyzed oxidative cascade inter-molecular double cyclization of 2iodobenzamide derivatives and propargyl dicarbonyl compounds in the presence of oxygen. The strategy involves several reactions including cyclization/coupling/double C(sp3)À H functionalization in a cascade manner. A wide range of 2-iodobenzamide substrates containing different substituents as well as various propargyldicarbonyl compounds and propargylsulfonyl aryl ketones can be used to access a variety of 3hydroxy-3-furylisoindolinone derivatives.

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Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2-c]quinazolin-6(5H)-ones

Cited by 17 publications

References 12 publications

Recent Progress in the Transition Metal Catalyzed Synthesis of Indoles

Recent Progress in the Transition Metal Catalyzed Synthesis of Indoles

2‐(Alkynyl)anilines and Derivatives — Versatile Reagents for Heterocyclic Synthesis

Copper‐Catalyzed Oxidative Cascade Inter‐Molecular Double Cyclization of 2‐Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3‐Hydroxy‐3‐Furylisoindolinone Derivatives

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Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2-c]quin­azolin-6(5H)-ones

Cited by 17 publications

References 12 publications

Recent Progress in the Transition Metal Catalyzed Synthesis of Indoles

Recent Progress in the Transition Metal Catalyzed Synthesis of Indoles

2‐(Alkynyl)anilines and Derivatives — Versatile Reagents for Heterocyclic Synthesis

Copper‐Catalyzed Oxidative Cascade Inter‐Molecular Double Cyclization of 2‐Iodobenzamide Derivatives and Propargyl Dicarbonyl Compounds for Accessing 3‐Hydroxy‐3‐Furylisoindolinone Derivatives

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Palladium-Catalyzed Cascade Approach to 12-(Aryl)indolo[1,2-c]quinazolin-6(5H)-ones