Literature DB >> 29767201

Organic photocatalysis for the radical couplings of boronic acid derivatives in batch and flow.

Fabio Lima1, Lars Grunenberg, Husaini B A Rahman, Ricardo Labes, Joerg Sedelmeier, Steven V Ley.   

Abstract

We report an acridium-based organic photocatalyst as an efficient replacement for iridium-based photocatalysts to oxidise boronic acid derivatives by a single electron process. Furthermore, we applied the developed catalytic system to the synthesis of four active pharmaceutical ingredients (APIs). A straightforward scale up approach using continuous flow photoreactors is also reported affording gram an hour throughput.

Entities:  

Year:  2018        PMID: 29767201     DOI: 10.1039/c8cc02169d

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


  11 in total

1.  1,2-Boron Shifts of β-Boryl Radicals Generated from Bis-boronic Esters Using Photoredox Catalysis.

Authors:  Daniel Kaiser; Adam Noble; Valerio Fasano; Varinder K Aggarwal
Journal:  J Am Chem Soc       Date:  2019-09-03       Impact factor: 15.419

Review 2.  Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors:  Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal:  Chem Rev       Date:  2021-08-10       Impact factor: 60.622

3.  A flavin-inspired covalent organic framework for photocatalytic alcohol oxidation.

Authors:  Stefan Trenker; Lars Grunenberg; Tanmay Banerjee; Gökcen Savasci; Laura M Poller; Katharina I M Muggli; Frederik Haase; Christian Ochsenfeld; Bettina V Lotsch
Journal:  Chem Sci       Date:  2021-11-15       Impact factor: 9.825

4.  Photo-induced trifunctionalization of bromostyrenes via remote radical migration reactions of tetracoordinate boron species.

Authors:  Chaokun Li; Shangteng Liao; Shanglin Chen; Nan Chen; Feng Zhang; Kai Yang; Qiuling Song
Journal:  Nat Commun       Date:  2022-04-04       Impact factor: 14.919

5.  Rose bengal as photocatalyst: visible light-mediated Friedel-Crafts alkylation of indoles with nitroalkenes in water.

Authors:  Zong-Yi Yu; Jing-Nan Zhao; Fan Yang; Xiao-Fei Tang; Yu-Feng Wu; Cun-Fei Ma; Bo Song; Lei Yun; Qing-Wei Meng
Journal:  RSC Adv       Date:  2020-01-29       Impact factor: 4.036

6.  Multicomponent Direct Assembly of N-Heterospirocycles Facilitated by Visible-Light-Driven Photocatalysis.

Authors:  Oliver M Griffiths; Steven V Ley
Journal:  J Org Chem       Date:  2022-09-14       Impact factor: 4.198

7.  Photoredox-Catalyzed Cyclobutane Synthesis by a Deboronative Radical Addition-Polar Cyclization Cascade.

Authors:  Chao Shu; Adam Noble; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-15       Impact factor: 15.336

Review 8.  Continuous Flow Photochemistry for the Preparation of Bioactive Molecules.

Authors:  Mara Di Filippo; Cormac Bracken; Marcus Baumann
Journal:  Molecules       Date:  2020-01-15       Impact factor: 4.411

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

Authors:  Stefano Crespi; Maurizio Fagnoni
Journal:  Chem Rev       Date:  2020-08-06       Impact factor: 60.622

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

Authors:  María González-Esguevillas; David F Fernández; Juan A Rincón; Mario Barberis; Oscar de Frutos; Carlos Mateos; Susana García-Cerrada; Javier Agejas; David W C MacMillan
Journal:  ACS Cent Sci       Date:  2021-06-08       Impact factor: 14.553

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