Visible-light-induced photoxidation-Povarov cascade reaction: synthesis of 2-arylquinoline through alcohol and N-benzylanilines under mild conditions via Ag/g-C3N4 nanometric semiconductor catalyst

2020 ◽  
Vol 56 (35) ◽  
pp. 4840-4843 ◽  
Author(s):  
Peng Wang ◽  
Xiaowen Wang ◽  
Xiyu Niu ◽  
Li Zhu ◽  
Xiaoquan Yao

Ag/g-C3N4 nanometric semiconductor catalyzed cascade reaction for the synthesis of 2-arylquinoline through alcohol and N-benzylanilines under visible light irradiation.

Catalysts ◽  
2018 ◽  
Vol 8 (9) ◽  
pp. 355 ◽  
Author(s):  
Yi Wang ◽  
Anan Liu ◽  
Dongge Ma ◽  
Shuhong Li ◽  
Chichong Lu ◽  
...  

Fulfilling the direct inert C–H bond functionalization of raw materials that are earth-abundant and commercially available for the synthesis of diverse targeted organic compounds is very desirable and its implementation would mean a great reduction of the synthetic steps required for substrate prefunctionalization such as halogenation, borylation, and metalation. Successful C–H bond functionalization mainly resorts to homogeneous transition-metal catalysis, albeit sometimes suffering from poor catalyst reusability, nontrivial separation, and severe biotoxicity. TiO2 photocatalysis displays multifaceted advantages, such as strong oxidizing ability, high chemical stability and photostability, excellent reusability, and low biotoxicity. The chemical reactions started and delivered by TiO2 photocatalysts are well known to be widely used in photocatalytic water-splitting, organic pollutant degradation, and dye-sensitized solar cells. Recently, TiO2 photocatalysis has been demonstrated to possess the unanticipated ability to trigger the transformation of inert C–H bonds for C–C, C–N, C–O, and C–X bond formation under ultraviolet light, sunlight, and even visible-light irradiation at room temperature. A few important organic products, traditionally synthesized in harsh reaction conditions and with specially functionalized group substrates, are continuously reported to be realized by TiO2 photocatalysis with simple starting materials under very mild conditions. This prominent advantage—the capability of utilizing cheap and readily available compounds for highly selective synthesis without prefunctionalized reactants such as organic halides, boronates, silanes, etc.—is attributed to the overwhelmingly powerful photo-induced hole reactivity of TiO2 photocatalysis, which does not require an elevated reaction temperature as in conventional transition-metal catalysis. Such a reaction mechanism, under typically mild conditions, is apparently different from traditional transition-metal catalysis and beyond our insights into the driving forces that transform the C–H bond for C–C bond coupling reactions. This review gives a summary of the recent progress of TiO2 photocatalytic C–H bond activation for C–C coupling reactions and discusses some model examples, especially under visible-light irradiation.


2020 ◽  
Vol 44 (9) ◽  
pp. 3794-3801
Author(s):  
Bo Liu ◽  
Tong Xu ◽  
Chunping Li ◽  
Jie Bai

A Pd1Cu4/CexOy catalyst can efficiently catalyze Suzuki reactions under both heating and visible light irradiation conditions.


2020 ◽  
Vol 56 (42) ◽  
pp. 5661-5664
Author(s):  
Yukihiro Arakawa ◽  
Tomohiro Mihara ◽  
Hiroki Fujii ◽  
Keiji Minagawa ◽  
Yasushi Imada

Visible light irradiation to flavins in the presence of thiols and O2 provides Brønsted acidic species that can be used as efficient catalysts for thioacetalizations and for Mannich-type reactions under non-irradiation and mild conditions.


2020 ◽  
Author(s):  
Eric Webb ◽  
John Park ◽  
Erin L. Cole ◽  
David J. Donnelly ◽  
Samuel Bonacorsi, Jr. ◽  
...  

<p>We report a redox-neutral method for nucleophilic fluorination of N-hydroxyphthalimide esters using an Ir photocatalyst under visible light irradiation. The method provides access to a broad range of aliphatic fluorides, including primary, secondary, and tertiary benzylic fluorides as well as unactivated tertiary fluorides, that are typically inaccessible by nucleophilic fluorination due to competing elimination. In addition, we show that the decarboxylative fluorination conditions are readily adapted to radiofluorination with [<sup>18</sup>F]KF. We propose that the reactions proceed by two electron transfers between the Ir catalyst and redox-active ester substrate to afford a carbocation intermediate that undergoes subsequent trapping by fluoride. Examples of trapping with O- and C-centered nucleophiles and deoxyfluorination via N-hydroxyphthalimidoyl oxalates are also presented, suggesting that this approach may offer a general blueprint for affecting redox-neutral SN1 substitutions under mild conditions.</p>


2021 ◽  
Author(s):  
Guo-Qiang Xu ◽  
Peng-Fei Xu

Over the past years, impressive progress has been made on the development of organic photoredox catalytic cascade reactions without the participation of expensive and toxic transition-metals under visible light irradiation....


RSC Advances ◽  
2020 ◽  
Vol 10 (21) ◽  
pp. 12519-12534 ◽  
Author(s):  
Claudio Imparato ◽  
Giuseppina Iervolino ◽  
Marzia Fantauzzi ◽  
Can Koral ◽  
Wojciech Macyk ◽  
...  

Defective TiO2/C bulk heterostructures exhibit visible light photoresponsivity and remarkable H2 evolution rates under both UV and visible light irradiation.


2018 ◽  
Vol 16 (3) ◽  
pp. 414-423 ◽  
Author(s):  
Xu Liu ◽  
Zhongjie Wu ◽  
Zeguo Zhang ◽  
Ping Liu ◽  
Peipei Sun

In the presence of Ru(phen)3Cl2 or fac-Ir(ppy)3 under visible-light irradiation, the addition of fluorinated radicals to N-arylacrylamides followed by an intramolecular cyano group insertion cascade cyclization process produced the target compounds in moderate to good yields.


Author(s):  
Chunhua Ma ◽  
Zhiwen Feng ◽  
Jing Li ◽  
Dandan Zhang ◽  
Wei Li ◽  
...  

A general transition-metal-free photocatalytic decarboxylative 3-alkylation reaction of 2-aryl-2H-indazoles was developed under visible-light irradiation under mild conditions.


2018 ◽  
Vol 8 (13) ◽  
pp. 3357-3362 ◽  
Author(s):  
Bing Wang ◽  
Yingyong Wang ◽  
Jiazhou Li ◽  
Xiaoning Guo ◽  
Gailing Bai ◽  
...  

PdCu alloy nanoparticles supported on SiC can efficiently catalyze the Sonogashira reaction by visible light irradiation under ligand-free and mild conditions. The superior catalytic activity of PdCu catalysts was caused by the synergistic effect of PdCu alloy nanoparticles.


2018 ◽  
Vol 5 (21) ◽  
pp. 3153-3157 ◽  
Author(s):  
Tong Liu ◽  
Yechun Ding ◽  
Xiaona Fan ◽  
Jie Wu

Under visible light irradiation, a three-component reaction of potassium alkyltrifluoroborates, sulfur dioxide and alkynes with the assistance of photocatalysis and in the presence of copper(ii) triflate is described. This transformation affords (E)-vinyl sulfones efficiently with excellent regioselectivity and stereoselectivity under mild conditions.


Sign in / Sign up

Export Citation Format

Share Document