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Simple generation of various α-monofluoroalkyl radicals by organic photoredox catalysis: modular synthesis of β-monofluoroketones

Autor: Munetaka Akita, Manabu Abe, Sujan K. Sarkar, Takashi Koike, Ryo Taniguchi, Naoki Noto, Ryoko Oyama, Keigo Takahashi, Seiya Tanaka

Publikováno v: Chemical Communications. 57:2609-2612

A metal-free and operationally simple strategy for the generation of various α-monofluoroalkyl radicals has been developed. A combination of 1,4-bis(diarylamino)naphthalene photocatalyst and sulfoximine-based fluoroalkylating reagents is the key to

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::8afb35dada15c11289660e7726be89a2
https://doi.org/10.1039/d0cc08060h

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Transition Metal-Free Supramolecular Photoredox Catalysis in Water: A Phenoxazine Photocatalyst Encapsulated in V-Shaped Aromatic Amphiphiles

Autor: Takashi Koike, Yuki Hyodo, Munetaka Akita, Naoki Noto, Michito Yoshizawa

Publikováno v: ACS Catalysis. :14283-14289

An organic reaction in water using visible light as the only energy source is one of the goals of modern synthetic organic chemistry, and the encapsulation of a photoredox catalyst by a water-solub...

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7dbc137f5950d7372cfc85a1b974b71a
http://t2r2.star.titech.ac.jp/cgi-bin/publicationinfo.cgi?q_publication_content_number=CTT100853819

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Laser Flash Photolysis Studies on Radical Monofluoromethylation by (Diarylamino)naphthalene Photoredox Catalysis: Long Lifetime of the Excited State is Not Always a Requisite

Autor: Keigo Takahashi, Koichi Iwata, Takashi Koike, Naoki Noto, Shion Goryo, Munetaka Akita, Akira Takakado

Publikováno v: The Journal of Organic Chemistry. 85(No. 20):13220-13227

Organic photoredox catalysis has become a useful tool for the development of metal-free radical reactions. Recently, we have reported that 1,4-bis(diphenylamino)naphthalene N serves as an efficient...

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c4d21dd8ff896252a6a957c2b4d85ebc
http://t2r2.star.titech.ac.jp/cgi-bin/publicationinfo.cgi?q_publication_content_number=CTT100853820

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Visible-Light-Triggered Monofluoromethylation of Alkenes by Strongly Reducing 1,4-Bis(diphenylamino)naphthalene Photoredox Catalysis

Autor: Naoki Noto, Takashi Koike, Munetaka Akita

Publikováno v: ACS Catalysis. 9:4382-4387

Monofluoromethyl (CH2F) radical can be easily generated from a sulfoximine-based precursor (CH2F–S(=O)(=NTs)-Ph) by the action of visible-light metal-free photoredox catalysis with readily accessib...

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b0cd910e2b26ceede675485c42cd9263
https://doi.org/10.1021/acscatal.9b00473

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Strongly Reducing (Diarylamino)anthracene Catalyst for Metal-Free Visible-Light Photocatalytic Fluoroalkylation

Autor: Munetaka Akita, Yuya Tanaka, Takashi Koike, Naoki Noto

Publikováno v: ACS Catalysis. 8:9408-9419

Well-defined 9,10-bis(di(p-tert-butylphenyl)amino)anthracene serves as a photocatalyst for radical fluoroalkylation under visible light irradiation. The diarylamine (Donor)–anthracene (π conjugated system)–diarylamine (Donor) scaffolds are easil

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::ae00fc62f22cad5c6527a7d57f66d526
https://doi.org/10.1021/acscatal.8b02885

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Metal-free di- and tri-fluoromethylation of alkenes realized by visible-light-induced perylene photoredox catalysis

Autor: Naoki Noto, Munetaka Akita, Takashi Koike

Publikováno v: Chem. Sci.. 8(No. 9):6375-6379

Regioselective amino-difluoromethylation of aromatic alkenes via C(sp3)–CF2H and C(sp3)–N bond formation with the CC moiety has been achieved in a single operation by visible-light photoredox catalysis. The combination of a shelf-stable and easy-

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b53678eb720c6dee5219853710e4627a
http://t2r2.star.titech.ac.jp/cgi-bin/publicationinfo.cgi?q_publication_content_number=CTT100750714

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Diastereoselective Synthesis of CF3- and CF2H- Substituted Spiroethers from Aryl-Fused Cycloalkenylalkanols by Photoredox Catalysis

Autor: Naoki Noto, Munetaka Akita, Takashi Koike

Publikováno v: The Journal of Organic Chemistry. 81:7064-7071

Simple synthesis of CF3- and CF2H-spiroethers from aryl-fused cycloalkenylalkanols by photoredox catalysis has been developed. Modification of the fluoromethylating reagents and the photoredox catalysts leads to both CF3- and CF2H-spiroetherification

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::28bef3310b2b6116bb9e542c14aed1c6
http://t2r2.star.titech.ac.jp/cgi-bin/publicationinfo.cgi?q_publication_content_number=CTT100735141

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Anti-Diastereoselective Synthesis of CF3-Containing Spirooxazolines and Spirooxazines via Regiospecific Trifluoromethylative Spirocyclization by Photoredox Catalysis

Autor: Munetaka Akita, Naoki Noto, Kazuki Miyazawa, Takashi Koike

Publikováno v: Organic Letters. 17(No. 15):3710-3713

A novel synthesis of CF3-containing spirooxazolines and spirooxazines has been developed. Regiospecific trifluoromethylative spirocyclization (CF3-spirocyclization) of cyclic alkenes bearing an amide pendant mediated by photoredox catalysis is a usef

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::872779600eeb53aa67f9bd917d113c3e
http://t2r2.star.titech.ac.jp/cgi-bin/publicationinfo.cgi?q_publication_content_number=CTT100750741

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