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Literature DB >> 29856641

Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles.

Alexandra C Sun¹, Edward J McClain¹, Joel W Beatty¹, Corey R J Stephenson¹.

Abstract

A net redox-neutral method for the decarboxylative alkylation of heteroarenes using photoredox catalysis is reported. Additionally, this method features the use of simple, commercially available carboxylic acid derivatives as alkylating agents, enabling the facile alkylation of a variety of biologically relevant heterocyclic scaffolds under mild conditions.

Entities: Chemical Disease Species

Mesh：

Year: 2018 PMID： 29856641 PMCID： PMC6014829 DOI： 10.1021/acs.orglett.8b01250

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

30 in total

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5. Photochemical Perfluoroalkylation with Pyridine N-Oxides: Mechanistic Insights and Performance on a Kilogram Scale.

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6. Innate C-H trifluoromethylation of heterocycles.

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Review 7. Privileged scaffolds for library design and drug discovery.

Authors: Matthew E Welsch; Scott A Snyder; Brent R Stockwell
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8. Synthesis and minisci reactions of organotrifluoroborato building blocks.

Authors: Marc Presset; Nicolas Fleury-Brégeot; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
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9. Metal-free C-H alkylation of heteroarenes with alkyltrifluoroborates: a general protocol for 1°, 2° and 3° alkylation.

Authors: Jennifer K Matsui; David N Primer; Gary A Molander
Journal: Chem Sci Date: 2017-03-06 Impact factor: 9.825

Visible Light-Mediated Decarboxylative Alkylation of Pharmaceutically Relevant Heterocycles.

1. The medicinal chemist's toolbox for late stage functionalization of drug-like molecules.

2. Pharmaceuticals that contain polycyclic hydrocarbon scaffolds.

Review 3. Heterocyclic replacements for benzene: Maximising ADME benefits by considering individual ring isomers.

4. Stacking with No Planarity?

5. Photochemical Perfluoroalkylation with Pyridine N-Oxides: Mechanistic Insights and Performance on a Kilogram Scale.

6. Innate C-H trifluoromethylation of heterocycles.

Review 7. Privileged scaffolds for library design and drug discovery.

8. Synthesis and minisci reactions of organotrifluoroborato building blocks.

9. Metal-free C-H alkylation of heteroarenes with alkyltrifluoroborates: a general protocol for 1°, 2° and 3° alkylation.

10. Alcohols as alkylating agents in heteroarene C-H functionalization.

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5. Generation of Alkyl Radicals: From the Tyranny of Tin to the Photon Democracy.