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Literature DB >> 29846078

A Practical and Chemoselective Ammonia-Free Birch Reduction.

Peng Lei¹, Yuxuan Ding¹, Xiaohe Zhang¹, Adila Adijiang¹, Hengzhao Li¹, Yun Ling¹, Jie An¹.

Abstract

A novel protocol for a significantly improved, practical, and chemoselective ammonia-free Birch reduction mediated by bench-stable sodium dispersions and recoverable 15-crown-5 ether is reported. A broad range of aromatic and heteroaromatic compounds is reduced with excellent yields.

Entities: Chemical

Year: 2018 PMID： 29846078 DOI： 10.1021/acs.orglett.8b00891

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

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Cited

13 in total

1. Organocatalyzed Birch Reduction Driven by Visible Light.

Authors: Justin P Cole; Dian-Feng Chen; Max Kudisch; Ryan M Pearson; Chern-Hooi Lim; Garret M Miyake
Journal: J Am Chem Soc Date: 2020-07-28 Impact factor: 15.419

2. Scalable and safe synthetic organic electroreduction inspired by Li-ion battery chemistry.

Authors: Byron K Peters; Kevin X Rodriguez; Solomon H Reisberg; Sebastian B Beil; David P Hickey; Yu Kawamata; Michael Collins; Jeremy Starr; Longrui Chen; Sagar Udyavara; Kevin Klunder; Timothy J Gorey; Scott L Anderson; Matthew Neurock; Shelley D Minteer; Phil S Baran
Journal: Science Date: 2019-02-22 Impact factor: 47.728

A Practical and Chemoselective Ammonia-Free Birch Reduction.

1. Organocatalyzed Birch Reduction Driven by Visible Light.

2. Scalable and safe synthetic organic electroreduction inspired by Li-ion battery chemistry.

3. Chemoselective (Hetero)Arene Electroreduction Enabled by Rapid Alternating Polarity.

4. Arene dearomatization through a catalytic N-centered radical cascade reaction.

5. Selective C-N σ Bond Cleavage in Azetidinyl Amides under Transition Metal-Free Conditions.

6. Stereoselective total synthesis of parthenolides indicates target selectivity for tubulin carboxypeptidase activity.

7. Synthesis of 3-Amino-4-substituted Monocyclic ß-Lactams-Important Structural Motifs in Medicinal Chemistry.

Review 8. New Redox Strategies in Organic Synthesis by Means of Electrochemistry and Photochemistry.

9. Synthesis of cyclic ethers by cyclodehydration of 1,n-diols using heteropoly acids as catalysts.

Review 10. Birch-Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron Transfer.