Visible-light driven, metal-free hydroalkylation of alkenes mediated by electron donor-acceptor complex using benzothiazolines

2021 ◽  
Author(s):  
Tatsuhiro Uchikura ◽  
Tatsuya Fujii ◽  
Kaworuko Moriyama ◽  
Takahiko Akiyama
Keyword(s):  
Visible Light ◽  
Electron Donor ◽  
Metal Free ◽  
Acceptor Complex ◽  
Visible Light Driven ◽  
Donor Acceptor

Visible-Light-Driven Electron Donor–Acceptor Complex Induced Sulfonylation of Diazonium Salts with Sulfinates

2021 ◽  
Author(s):  
Xin Liang ◽  
Yufei Li ◽  
Qing Xia ◽  
Lan Cheng ◽  
Jianbo Guo ◽  
...  
Keyword(s):  
Visible Light ◽  
Electron Donor ◽  
Coupling Reaction ◽  
Diazonium Salts ◽  
Acceptor Complex ◽  
Radical Coupling ◽  
Visible Light Driven ◽  
Donor Acceptor ◽  
Radical Coupling Reaction ◽  
Eda Complex

This work reports an efficient sulfonylation enabled by visible-light-induced radical coupling reaction between phenyl/heterocyclic diazonium salts and sulfinates. Mechanistic experiments disclosed the formation of a versatile electron donor–acceptor (EDA) complex....

Metal-Free Photoinduced Hydroalkylation Cascade Enabled by an Electron-Donor-Acceptor Complex

2020 ◽  
Author(s):  
José Tiago Menezes Correia ◽  
Gustavo Piva da Silva ◽  
Camila Menezes Kisukuri ◽  
Elias André ◽  
Bruno Pires ◽  
...  
Keyword(s):  
Electron Donor ◽  
Functional Group ◽  
Photoexcited Electron ◽  
One Pot ◽  
Quaternary Centers ◽  
Metal Free ◽  
Acceptor Complex ◽  
Catalyst Free ◽  
Donor Acceptor ◽  
Radical Cascade

A metal- and catalyst-free photoinduced radical cascade hydroalkylation of 1,7-enynes has been disclosed. The process is triggered by a SET event involving a photoexcited electron-donor-aceptor complex between NHPI ester and Hantzsch ester, which decomposes to afford a tertiary radical that is readily trapped by the enyne. <a>The method provides an operationally simple, robust and step-economical approach to the construction of diversely functionalized dihydroquinolinones bearing quaternary-centers. A sequential one-pot hydroalkylation-isomerization approach is also allowed giving access to a family of quinolinones. A wide substrate scope and high functional group tolerance was observed in both approaches</a>.

scholarly journals Metal-Free C-Se Cross-Coupling Enabled by Photoinduced Intermolecular Charge Transfer

2021 ◽  
Author(s):  
Chen Zhu ◽  
Serik Zhumagazy ◽  
Huifeng Yue ◽  
Magnus Rueping
Keyword(s):  
Charge Transfer ◽  
Visible Light ◽  
Electron Donor ◽  
Cross Coupling ◽  
Metal Free ◽  
Intermolecular Charge Transfer ◽  
Donor Acceptor

Metal-free C-Se cross-couplings via the formation of electron-donor-acceptor (EDA) complexes have been developed. The visible-light induced reactions can be applied for the synthesis of a series of unsymmetrical diaryl selenides...

A visible-light-irradiated electron donor-acceptor complex-promoted radical reaction system for the C H perfluoroalkylation of quinolin-4-ols

2019 ◽  
Vol 60 (38) ◽  
pp. 151046 ◽  
Author(s):  
Yunze Li ◽  
Min Rao ◽  
Zhenwei Fan ◽  
Baoyi Nian ◽  
Yaofeng Yuan ◽  
...  
Keyword(s):  
Visible Light ◽  
Electron Donor ◽  
Radical Reaction ◽  
Reaction System ◽  
Acceptor Complex ◽  
Donor Acceptor

scholarly journals Visible-light-induced intramolecular charge transfer in the radical spirocyclisation of indole-tethered ynones

2020 ◽  
Vol 11 (5) ◽  
pp. 1353-1360 ◽  
Author(s):  
Hon Eong Ho ◽  
Angela Pagano ◽  
James A. Rossi-Ashton ◽  
James R. Donald ◽  
Ryan G. Epton ◽  
...  
Keyword(s):  
Charge Transfer ◽  
Visible Light ◽  
Electron Donor ◽  
Intramolecular Charge Transfer ◽  
Thiyl Radical ◽  
Acceptor Complex ◽  
Donor Acceptor ◽  
Radical Generation ◽  
Induced Charge

Indole-tethered ynones form an intramolecular electron donor–acceptor complex that can undergo visible-light-induced charge transfer to promote thiyl radical generation from thiols.

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