Visible‐Light‐Induced Metal‐free and Oxidant‐free Radical Cyclization of (2‐Isocyanoaryl)(methyl)sulfanes with Ethers

2021 ◽  
Author(s):  
Xiao-Yu Xie ◽  
Yang Li ◽  
Yun-Tao Xia ◽  
Kai Luo ◽  
Lei Wu
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Radical Cyclization ◽  
Metal Free

A novel visible light mediated radical cyclization of enol lactones: a concise method for fluorinated polycyclic lactone scaffolds

2015 ◽  
Vol 51 (70) ◽  
pp. 13508-13510 ◽  
Author(s):  
Chuanhua Qu ◽  
Pan Xu ◽  
Wujiang Ma ◽  
Yixiang Cheng ◽  
Chengjian Zhu
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Radical Cyclization

A novel visible light mediated cyclization of enol lactones with difluoroacyl arenes via a free radical tandem difluoroalkylation and C–C coupling of butenolides is presented. This strategy provides a facile approach to potential biological fluorinated γ-butyrolactones with excellent diastereoselectivity.

Microwave-assisted synthesis of hydroxyl-containing isoquinolines by metal-free radical cyclization of vinyl isocyanides with alcohols

2017 ◽  
Vol 15 (47) ◽  
pp. 10044-10052 ◽  
Author(s):  
Dengqi Xue ◽  
Hao Chen ◽  
Yulong Xu ◽  
Haihua Yu ◽  
Linqian Yu ◽  
...  
Keyword(s):  
Free Radical ◽  
Radical Cyclization ◽  
Cyclization Reaction ◽  
Microwave Assisted Synthesis ◽  
Metal Free ◽  
Microwave Assisted

A convenient microwave-assisted protocol for the synthesis of hydroxyl-containing isoquinolines from a metal-free radical cyclization reaction of vinyl isonitriles with alcohols was developed with moderate-to-excellent yields.

Metal-Free Radical Cyclization of Vinyl Isocyanides with Alkanes: Synthesis of 1-Alkylisoquinolines

Synthesis ◽  
2018 ◽  
Vol 51 (04) ◽  
pp. 874-884 ◽  
Author(s):  
Liming Shao ◽  
Dengqi Xue ◽  
Yijie Xue ◽  
Haihua Yu
Keyword(s):  
Free Radical ◽  
Isotope Effect ◽  
Kinetic Isotope Effect ◽  
Functional Group ◽  
Radical Cyclization ◽  
Diverse Range ◽  
Radical Process ◽  
Metal Free ◽  
Kinetic Isotope ◽  
Inhibition Studies

A metal-free radical cyclization reaction of vinyl isocyanides with alkanes is developed, allowing convenient access to a diverse range of potentially valuable 1-alkylisoquinolines. The methodology is simple and efficient, demonstrating excellent functional group tolerance and broad substrate scope. A mechanism involving a radical process is supported by kinetic isotope effect and radical inhibition studies.

Metal-free oxidative acylation/cyclization of N-methacryloyl-2-phenylbenzoimidazole with aryl aldehydes: an easy access to benzimidazo[2,1-a]isoquinolin-6(5H)-ones

2019 ◽  
Vol 17 (44) ◽  
pp. 9627-9630 ◽  
Author(s):  
Ramesh Boora ◽  
G. Ravi kumar ◽  
B. V. Subba Reddy
Keyword(s):  
Free Radical ◽  
Radical Cyclization ◽  
Easy Access ◽  
Metal Free ◽  
Aryl Aldehydes

A metal-free radical cyclization strategy has been developed for the synthesis of fused benzimidazo[2,1-a]isoquinolin-6(5H)-one derivatives using 70% tert-butylhydroperoxide in water (TBHP).

Synthesis of 6-Thiocyanatophenanthridines by Visible-Light- and Air-Promoted Radical Thiocyanation of 2-Isocyanobiphenyls

Synlett ◽  
2017 ◽  
Vol 29 (02) ◽  
pp. 176-180 ◽  
Author(s):  
Manjula Singh ◽  
Arvind Yadav ◽  
Lal Yadav ◽  
R. Singh
Keyword(s):  
Natural Resources ◽  
Visible Light ◽  
Room Temperature ◽  
Atmospheric Oxygen ◽  
Ammonium Thiocyanate ◽  
Radical Cyclization ◽  
Eosin Y ◽  
One Pot ◽  
Metal Free

A convenient, efficient, and metal-free synthesis of 6-thiocyanatophenanthridines by visible-light- and air-mediated, eosin Y-catalyzed, sequential radical cyclization and aromatization of 2-isocyanobiphenyls with ammonium thiocyanate is reported. Advantageously, the protocol utilizes inexpensive, clean, and sustainable natural resources such as visible light and atmospheric oxygen at room temperature in a one-pot procedure.

Metal-Free, Visible-Light-Promoted Decarboxylative Radical Cyclization of Vinyl Azides with N-Acyloxyphthalimides

2018 ◽  
Vol 83 (3) ◽  
pp. 1598-1605 ◽  
Author(s):  
Jun-Cheng Yang ◽  
Jia-Yu Zhang ◽  
Jin-Jiang Zhang ◽  
Xin-Hua Duan ◽  
Li-Na Guo
Keyword(s):  
Visible Light ◽  
Radical Cyclization ◽  
Metal Free ◽  
Vinyl Azides

Metal-free radical trifluoromethylation of β-nitroalkenes through visible-light photoredox catalysis

2017 ◽  
Vol 53 (50) ◽  
pp. 6760-6763 ◽  
Author(s):  
Siba P. Midya ◽  
Jagannath Rana ◽  
Thomas Abraham ◽  
Bhaskaran Aswin ◽  
Ekambaram Balaraman
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Catalytic Conversion ◽  
Photoredox Catalysis ◽  
First Report ◽  
Metal Free

First report an efficient catalytic conversion of nitroalkenes to 1-trifluoromethyalkenes under metal-free visible-light photoredox catalysis is disclosed.

Metal-free, visible-light-promoted oxidative radical cyclization of N-biarylglycine esters: one-pot construction of phenanthridine-6-carboxylates in water

2019 ◽  
Vol 21 (16) ◽  
pp. 4406-4411 ◽  
Author(s):  
Palani Natarajan ◽  
Deachen Chuskit ◽  
Priya Priya
Keyword(s):  
Visible Light ◽  
Intramolecular Cyclization ◽  
Radical Cyclization ◽  
Cyclization Reaction ◽  
Ambient Conditions ◽  
One Pot ◽  
Light Blue ◽  
Metal Free ◽  
Air Atmosphere ◽  
Oxidative Radical Cyclization

A metal-free, visible-light (blue LED: hν = 425 ± 15 nm) photoredox-catalyzed intramolecular cyclization reaction of N-biarylglycine esters to phenanthridine-6-carboxylates in water under an open air atmosphere at ambient conditions has been developed.

Synthesis of sulfone-functionalized chroman-4-ones and chromans through visible-light-induced cascade radical cyclization under transition-metal-free conditions

2020 ◽  
Vol 22 (7) ◽  
pp. 2270-2278
Author(s):  
Yousheng Mei ◽  
Lulu Zhao ◽  
Qi Liu ◽  
Shuchen Ruan ◽  
Lei Wang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Radical Cyclization ◽  
Metal Free ◽  
Highly Efficient ◽  
Straightforward Approach

A highly efficient and straightforward approach has been developed for the synthesis of sulfone-functionalized chroman-4-ones and chromans through visible-light-induced cascade radical cyclization.

Sign in / Sign up

Export Citation Format

Share Document