Controllable chemoselectivity in the coupling of bromoalkynes with alcohols under visible-light irradiation without additives: synthesis of propargyl alcohols and α-ketoesters

2019 ◽  
Vol 55 (58) ◽  
pp. 8438-8441 ◽  
Author(s):  
Ke Ni ◽  
Ling-Guo Meng ◽  
Hongjie Ruan ◽  
Lei Wang
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
Coupling Reactions ◽  
Reaction Atmosphere ◽  
Propargyl Alcohols

The chemoselectivity of visible-light-induced coupling reactions of bromoalkynes with alcohols can be controlled by simple changes to the reaction atmosphere.

scholarly journals TiO2 Photocatalyzed C–H Bond Transformation for C–C Coupling Reactions

Catalysts ◽  
2018 ◽  
Vol 8 (9) ◽  
pp. 355 ◽  
Author(s):  
Yi Wang ◽  
Anan Liu ◽  
Dongge Ma ◽  
Shuhong Li ◽  
Chichong Lu ◽  
...  
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Visible Light Irradiation ◽  
Transition Metal Catalysis ◽  
Light Irradiation ◽  
Coupling Reactions ◽  
Metal Catalysis ◽  
Bond Functionalization ◽  
Tio2 Photocatalysis ◽  
Mild Conditions

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.

An effective photothermal dual-responsive Pd1Cu4/CexOy catalyst for Suzuki–Miyaura coupling reactions under mild conditions

2020 ◽  
Vol 44 (9) ◽  
pp. 3794-3801
Author(s):  
Bo Liu ◽  
Tong Xu ◽  
Chunping Li ◽  
Jie Bai
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
Coupling Reactions ◽  
Suzuki Reactions ◽  
Mild Conditions ◽  
Dual Responsive

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

Efficient photocatalytic Suzuki cross-coupling reactions on Au–Pd alloy nanoparticles under visible light irradiation

2014 ◽  
Vol 16 (9) ◽  
pp. 4272 ◽  
Author(s):  
Qi Xiao ◽  
Sarina Sarina ◽  
Esa Jaatinen ◽  
Jianfeng Jia ◽  
Dennis P. Arnold ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Cross Coupling ◽  
Light Irradiation ◽  
Alloy Nanoparticles ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Pd Alloy

scholarly journals g-C3N4/γ-Fe2O3/TiO2/Pd: a new magnetically separable photocatalyst for visible-light-driven fluoride-free Hiyama and Suzuki–Miyaura cross-coupling reactions at room temperature

2020 ◽  
Vol 44 (27) ◽  
pp. 11513-11526 ◽  
Author(s):  
Roya Jahanshahi ◽  
Asma Khazaee ◽  
Sara Sobhani ◽  
José Miguel Sansano
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Cross Coupling ◽  
Light Irradiation ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Visible Light Driven ◽  
Magnetically Separable

g-C3N4/γ-Fe2O3/TiO2/Pd is developed as a new magnetically separable photocatalyst for efficient fluoride-free Hiyama and Suzuki–Miyaura cross-coupling reactions at room temperature under visible light irradiation.

Controllable chemoselectivity in the reaction of 2H-indazoles with alcohols under visible-light irradiation: Synthesis of C3-alkoxylated 2H-indazoles and ortho-alkoxycarbonylated azobenzenes

2021 ◽  
Author(s):  
Mingli Sun ◽  
Laiqiang Li ◽  
Lei Wang ◽  
Jie Hou ◽  
Manman Sun ◽  
...  
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Light Irradiation ◽  
N2 Atmosphere ◽  
Reaction Atmosphere ◽  
Induced Reaction

A high chemoselectivity of visible-light-induced reaction of 2H-indazoles with alcohols controlled by the reaction atmosphere (N2 or O2) was developed. Under N2 atmosphere, an alkoxylation of 2H-indazoles with alcohols in...

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