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Literature DB >> 23142826

Batch to flow deoxygenation using visible light photoredox catalysis.

John D Nguyen¹, Barbara Reiss, Chunhui Dai, Corey R J Stephenson.

Abstract

Herein we report a one-pot deoxygenation protocol for primary and secondary alcohols developed via the combination of the Garegg-Samuelsson reaction, visible light-photoredox catalysis, and flow chemistry. This procedure is characterized by mild reaction conditions, easy-to-handle reactants and reagents, excellent functional group tolerance, and good yields.

Entities: Chemical

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Year: 2012 PMID： 23142826 DOI： 10.1039/c2cc37206a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

11 in total

Review 1. Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors: Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal: Chem Rev Date: 2013-03-19 Impact factor: 60.622

2. Batch and flow photochemical benzannulations based on the reaction of ynamides and diazo ketones. Application to the synthesis of polycyclic aromatic and heteroaromatic compounds.

Authors: Thomas P Willumstad; Olesya Haze; Xiao Yin Mak; Tin Yiu Lam; Yu-Pu Wang; Rick L Danheiser
Journal: J Org Chem Date: 2013-10-28 Impact factor: 4.354

3. Intermolecular [3+2] Annulation of Cyclopropylanilines with Alkynes, Enynes, and Diynes via Visible Light Photocatalysis.

Authors: Theresa H Nguyen; Scott A Morris; Nan Zheng
Journal: Adv Synth Catal Date: 2014-09-15 Impact factor: 5.837

4. The Development of Visible-Light Photoredox Catalysis in Flow.

Authors: Zachary J Garlets; John D Nguyen; Corey R J Stephenson
Journal: Isr J Chem Date: 2014-04-01 Impact factor: 3.333

5. Activation of C-H bonds via the merger of photoredox and organocatalysis: a coupling of benzylic ethers with Schiff bases.

Authors: Dominik Hager; David W C MacMillan
Journal: J Am Chem Soc Date: 2014-12-02 Impact factor: 15.419

Batch to flow deoxygenation using visible light photoredox catalysis.

Review 1. Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

2. Batch and flow photochemical benzannulations based on the reaction of ynamides and diazo ketones. Application to the synthesis of polycyclic aromatic and heteroaromatic compounds.

3. Intermolecular [3+2] Annulation of Cyclopropylanilines with Alkynes, Enynes, and Diynes via Visible Light Photocatalysis.

4. The Development of Visible-Light Photoredox Catalysis in Flow.

5. Activation of C-H bonds via the merger of photoredox and organocatalysis: a coupling of benzylic ethers with Schiff bases.

Review 6. Photochemical Approaches to Complex Chemotypes: Applications in Natural Product Synthesis.

7. Ligand functionalization as a deactivation pathway in a fac-Ir(ppy)₃-mediated radical addition.

8. Visible light photoredox-catalyzed deoxygenation of alcohols.

9. Free Radical Chemistry Enabled by Visible Light-Induced Electron Transfer.

10. Rapid Optimization of Photoredox Reactions for Continuous-Flow Systems Using Microscale Batch Technology.