Photocatalytic Minisci Reaction

Gambarotti, Cristian; Melone, Lucio; Punta, Carlo; Raffaini, Giuseppina

doi:10.1016/b978-0-12-800070-0.00013-x

Cited by 5 publications

(1 citation statement)

References 55 publications

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“…Although a book chapter on the photocatalytic Minisci reaction was reported in 2015 it is not enough due to very limited discussion on metal-free visible-light-induced methodologies. 21 In this context, a comprehensive review is urgently required for the scientific community. Our group also contributed to the synthetic strategy of metal-free photoredox catalyzed cross-dehydrogenative coupling between 2 H -indazole and ethers.…”

Section: Introductionmentioning

confidence: 99%

Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

et al. 2022

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Section: Introductionmentioning

confidence: 99%

Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

et al. 2022

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Jenseits von Friedel und Crafts: immanente Alkylierung von C‐H‐Bindungen in Arenen

Evano

Theunissen

2019

Angewandte Chemie

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Alkylierte Arene sind allgegenwärtige Moleküle und Bausteine in vielen Bereichen der Naturwissenschaften. Die nur scheinbar einfache regioselektive Alkylierung von Arenen ist tatsächlich in vielen Fällen noch immer eine anspruchsvolle Transformation. Klassische Methoden zur Einführung von Alkylgruppen in Arene, wie die Friedel‐Crafts‐Reaktion, Radikaladditionen, die Metallierung oder Präfunktionalisierung von Arenen mit anschließender Alkylierung, ebenso wie Alternativen wie die dirigierte Alkylierung von C‐H‐Bindungen, zeigen noch immer gravierende Einschränkungen hinsichtlich der Anwendungsbreite, Effizienz und Selektivität. Diese können durch die Ausnutzung der immanenten Reaktivität einiger (Hetero)Arene umgangen werden, in denen elektronische und sterische Eigenschaften, die durch ein (oder mehrere) vorhandene(s) Heteroatom(e) bestimmt werden (oder nicht bestimmt werden), eine hohe Regioselektivität gewährleisten. Dieser Aufsatz bietet einen umfassenden Überblick über die immanenten Alkylierungen von (Hetero)Arenen.

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Beyond Friedel and Crafts: Innate Alkylation of C−H Bonds in Arenes

Evano

Theunissen

2019

Angew Chem Int Ed

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Alkylated arenes are ubiquitous molecules and building blocks commonly utilized in most areas of science where there is a need for small organic molecules. Despite its apparent simplicity, the regioselective alkylation of arenes is still a challenging transformation in a lot of cases. Classical methods for the introduction of alkyl groups on arenes, which include the venerable Friedel-Crafts reaction, radical additions, metallation or pre-functionalization of the arene, as well as alternatives such as the directed alkylation of C-H bonds, still suffer from severe limitations in terms of scope, efficiency and selectivity. This can be addressed by exploiting the innate reactivity of some (hetero)arenes, in which electronic and steric properties, governed (or not) by the presence of one (or multiple) heteroatom(s) ensure high levels of regioselectivity. These innate alkylations of C-H bonds in (hetero)arenes will be overviewed, in a comprehensive manner, in this review article.

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Photocatalytic Minisci Reaction

Cited by 5 publications

References 55 publications

Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

Jenseits von Friedel und Crafts: immanente Alkylierung von C‐H‐Bindungen in Arenen

Beyond Friedel and Crafts: Innate Alkylation of C−H Bonds in Arenes

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Photocatalytic Minisci Reaction

Cited by 5 publications

References 55 publications

Visible-light-induced metal-free coupling of C(sp3)–H sources with heteroarenes

Visible-light-induced metal-free coupling of C(sp3)–H sources with heteroarenes

Jenseits von Friedel und Crafts: immanente Alkylierung von C‐H‐Bindungen in Arenen

Beyond Friedel and Crafts: Innate Alkylation of C−H Bonds in Arenes

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Product

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Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes

Visible-light-induced metal-free coupling of C(sp³)–H sources with heteroarenes