Literature DB >> 26242759

Recent synthetic additions to the visible light photoredox catalysis toolbox.

Ricardo A Angnes1, Zhou Li, Carlos Roque D Correia, Gerald B Hammond.   

Abstract

The boom in visible light photoredox catalysis (VLPC) research has demonstrated that this novel synthetic approach is here to stay. VLPC enables reactive radical intermediates to be catalytically generated at ambient temperature, a feat not generally allowed through traditional pyrolysis- or radical initiator-based methodologies. VLPC has vastly extended the range of substrates and reaction schemes that have been traditionally the domain of radical reactions. In this review the photophysics background of VLPC will be briefly discussed, followed by a report on recent inroads of VLPC into decarboxylative couplings and radical C-H functionalization of aromatic compounds. The bulk of the review will be dedicated to advances in synergistic catalysis involving VLPC, namely the combination of photoredox catalysis with organocatalysis, including β-functionalization of carbonyl groups, functionalization of weak aliphatic C-H bonds, and anti-Markovnikov hydrofunctionalization of alkenes; dual catalysis with gold or with nickel, photoredox catalysis as an oxidation promoter in transition metal catalysis, and acid-catalyzed enantioselective radical addition to π systems.

Entities:  

Year:  2015        PMID: 26242759     DOI: 10.1039/c5ob01349f

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  18 in total

1.  Radical Cation Cyclopropanations via Chromium Photooxidative Catalysis.

Authors:  Francisco J Sarabia; Eric M Ferreira
Journal:  Org Lett       Date:  2017-05-12       Impact factor: 6.005

2.  Finding Opportunities from Surprises and Failures. Development of Rhodium-Stabilized Donor/Acceptor Carbenes and Their Application to Catalyst-Controlled C-H Functionalization.

Authors:  Huw M L Davies
Journal:  J Org Chem       Date:  2019-10-10       Impact factor: 4.354

Review 3.  Photoredox-Catalyzed C-H Functionalization Reactions.

Authors:  Natalie Holmberg-Douglas; David A Nicewicz
Journal:  Chem Rev       Date:  2021-09-29       Impact factor: 60.622

4.  Visible Light Activation of Boronic Esters Enables Efficient Photoredox C(sp2 )-C(sp3 ) Cross-Couplings in Flow.

Authors:  Fabio Lima; Mikhail A Kabeshov; Duc N Tran; Claudio Battilocchio; Joerg Sedelmeier; Gottfried Sedelmeier; Berthold Schenkel; Steven V Ley
Journal:  Angew Chem Int Ed Engl       Date:  2016-10-06       Impact factor: 15.336

5.  Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents.

Authors:  Sheng-Ying Hsieh; Jeffrey W Bode
Journal:  ACS Cent Sci       Date:  2016-12-29       Impact factor: 14.553

6.  Chromium photocatalysis: accessing structural complements to Diels-Alder adducts with electron-deficient dienophiles.

Authors:  Susan M Stevenson; Robert F Higgins; Matthew P Shores; Eric M Ferreira
Journal:  Chem Sci       Date:  2016-09-12       Impact factor: 9.825

7.  Sulfonylative and Azidosulfonylative Cyclizations by Visible-Light-Photosensitization of Sulfonyl Azides in THF.

Authors:  Shaoqun Zhu; Atchutarao Pathigoolla; Grace Lowe; Darren A Walsh; Mick Cooper; William Lewis; Hon Wai Lam
Journal:  Chemistry       Date:  2017-11-16       Impact factor: 5.236

8.  Teaching Old Compounds New Tricks: DDQ-Photocatalyzed C-H Amination of Arenes with Carbamates, Urea, and N-Heterocycles.

Authors:  Somnath Das; Palani Natarajan; Burkhard König
Journal:  Chemistry       Date:  2017-12-07       Impact factor: 5.236

9.  Organophotoredox/palladium dual catalytic decarboxylative Csp3-Csp3 coupling of carboxylic acids and π-electrophiles.

Authors:  Kaitie C Cartwright; Jon A Tunge
Journal:  Chem Sci       Date:  2020-07-16       Impact factor: 9.825

10.  Photoredox ketone catalysis for the direct C-H imidation and acyloxylation of arenes.

Authors:  Chandra Bhushan Tripathi; Tsuyoshi Ohtani; Michael T Corbett; Takashi Ooi
Journal:  Chem Sci       Date:  2017-06-05       Impact factor: 9.825

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