Visible light-promoted difluoromethylthiolation of aryldiazonium salts

2018 ◽  
Vol 16 (44) ◽  
pp. 8565-8568 ◽  
Author(s):  
Wengui Wang ◽  
Shuxiang Zhang ◽  
Huaiqing Zhao ◽  
Shoufeng Wang
Keyword(s):  
Visible Light ◽  
Mild Conditions ◽  
Stable Reagent ◽  
Shelf Stable

Difluoromethylthiolation of aryldiazonium salts under mild conditions using a shelf-stable reagent (PhSO2SCF2H) was reported.

New Avenues in Radical Trifluoromethylselenylation with ­Trifluoromethyl Tolueneselenosulfonate

Synlett ◽  
2018 ◽  
Vol 30 (07) ◽  
pp. 777-782 ◽  
Author(s):  
Clément Ghiazza ◽  
Cyrille Monnereau ◽  
Lhoussain Khrouz ◽  
Maurice Médebielle ◽  
Thierry Billard ◽  
...  
Keyword(s):  
Cyclic Voltammetry ◽  
Transition Metal ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Diazonium Salts ◽  
Metal Free ◽  
Luminescence Measurement ◽  
Stable Reagent ◽  
Shelf Stable

We demonstrated that the shelf-stable reagent trifluoromethyl tolueneselenosulfonate can be involved in radical trifluoromethylselenylation. Upon visible-light irradiation, the homolysis of the reagent could take place at room temperature. This finding is explored for unprecedented C(sp2)–SeCF3 and C(sp3)–SeCF3 processes under transition-metal-free conditions. Mechanistic investigations, including cyclic voltammetry, luminescence measurement, and EPR studies, allowed the proposal of plausible mechanisms.1 Introduction.2 Reactivity of Reagent I with Diazonium Salts3 Reactivity of Reagent I with Alkenes and Alkynes4 Conclusion

scholarly journals Visible-Light-Mediated Synthesis of Trifluoromethylthiolated Arenes

Synthesis ◽  
2018 ◽  
Vol 51 (14) ◽  
pp. 2865-2870 ◽  
Author(s):  
Clément Ghiazza ◽  
Cyrille Monnereau ◽  
Lhoussain Khrouz ◽  
Thierry Billard ◽  
Anis Tlili
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Reaction Conditions ◽  
Reaction Proceeds ◽  
Stable Reagent ◽  
Shelf Stable

The visible-light-mediated synthesis of trifluoromethylthiolated arenes in the presence of ruthenium-based photocatayst under mild reaction conditions is reported. The trifluoromethylthiolated arenes are obtained using the shelf-stable reagent trifluoromethyl toluenethiosulfonate at room temperature. The reaction proceeds selectively and does not require the presence of any additive. A mechanism is proposed based on the obtained results of EPR as well as luminescence

scholarly journals Silica Gel-Induced Aryne Generation from o-Triazenylarylboronic Acids as Stable Solid Precursors

2021 ◽  
Author(s):  
Motoki Ito ◽  
Yuka Yamabayashi ◽  
Mio Oikawa ◽  
Emi Kano ◽  
Kazuhiro Higuchi ◽  
...  
Keyword(s):  
Silica Gel ◽  
Mild Conditions ◽  
Shelf Stable

We report the development of o-triazenylarylboronic acids as shelf-stable solid aryne precursors, which generate (hetero)arynes under remarkably mild conditions using silica gel as the sole reagent and undergo reactions with...

Enantioselective Radical Functionalization of Imines and Iminium Intermediates via Visible Light Photoredox Catalysis

Synthesis ◽  
2020 ◽  
Author(s):  
Jia-Jia Zhao ◽  
Hong-Hao Zhang ◽  
Shouyun Yu
Keyword(s):  
Visible Light ◽  
Asymmetric Synthesis ◽  
Carbonyl Compounds ◽  
Asymmetric Reduction ◽  
Chemical Transformations ◽  
Photoredox Catalysis ◽  
Radical Coupling ◽  
Mild Conditions ◽  
Iminium Ions ◽  
Radical Functionalization

Visible light photoredox catalysis has recently emerged as a powerful tool for the development of new and valuable chemical transformations under mild conditions. Visible-light promoted enantioselective radical transformations of imines and iminium intermediates provide new opportunities for the asymmetric synthesis of amines and asymmetric β-functionalization of unsaturated carbonyl compounds. In this review, the advance in the catalytic asymmetric radical functionalization of imines, as well as iminium intermediates, are summarized. 1 Introduction 2 The enantioselective radical functionalization of imines 2.1 Asymmetric reduction 2.2 Asymmetric cyclization 2.3 Asymmetric addition 2.4 Asymmetric radical coupling 3 The enantioselective radical functionalization of iminium ions 3.1 Asymmetric radical alkylation 3.2 Asymmetric radical acylation 4 Conclusion

Visible-Light-Mediated Tandem Sulfonylation/Cyclization of Vinyl Azides with Sulfonyl Hydrazines for the Synthesis of 6-(Sulfonylmethyl)phenanthridines under Mild Conditions

Synlett ◽  
2019 ◽  
Vol 30 (08) ◽  
pp. 955-960 ◽  
Author(s):  
Liu-Liang Mao ◽  
Li-Xia Quan ◽  
Xian-Hong Zhu ◽  
Cong-Bin Ji ◽  
An-Xi Zhou ◽  
...  
Keyword(s):  
Visible Light ◽  
Mild Conditions ◽  
Simple Strategy ◽  
Vinyl Azides

A visible-light-mediated tandem sulfonylation/cyclization of vinyl azides with sulfonyl hydrazines was developed that provides an efficient and simple strategy for the synthesis of valuable 6-(sulfonylmethyl)phenanthridines with a broad substrate scope and satisfactory yields under mild conditions.

Visible light-photocatalysed carbazole synthesis via a formal (4+2) cycloaddition of indole-derived bromides and alkynes

2016 ◽  
Vol 52 (29) ◽  
pp. 5128-5131 ◽  
Author(s):  
Zhi-Guang Yuan ◽  
Qiang Wang ◽  
Ang Zheng ◽  
Kai Zhang ◽  
Liang-Qiu Lu ◽  
...  
Keyword(s):  
Visible Light ◽  
Mild Conditions ◽  
Wide Range

We have developed an unprecedented route to carbazole by a visible light-photocatalysed formal (4+2) cycloaddition of indole-derived bromides and alkynes. Using this method, a wide range of highly functionalised carbazoles were produced in good yields under mild conditions.

Visible-light-assisted efficient removal of sulfur from high sulfur coal under mild conditions

2021 ◽  
pp. 1-15
Author(s):  
Gongcheng Sun ◽  
Mei Li ◽  
Xueyun Cheng ◽  
Ning Ding ◽  
Jingsong Yue ◽  
...  
Keyword(s):  
Visible Light ◽  
Efficient Removal ◽  
Mild Conditions

Organic Sulfinic Acids and Salts in Visible Light-Induced Reactions

Synthesis ◽  
2021 ◽  
Author(s):  
Zheng Lu ◽  
Mingzhou Shang ◽  
Hongjian Lu
Keyword(s):  
Visible Light ◽  
Reaction Mechanisms ◽  
Review Article ◽  
Reaction Type ◽  
Mild Conditions ◽  
Sulfinic Acids ◽  
Sulfur Containing

Sulfinic acids and their salts are a useful source of sulfur-containing structures. Photocatalysis of these compounds with visible light enables chemists to achieve various transformations under mild conditions. This review article summarizes visible light-induced reactions of sulfinic acids and their salts. This article is organized by reaction type and brief discussions on plausible reaction mechanisms for typical transformations are presented.

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