Modular Synthesis of 3-Substituted Isocoumarins via Silver-Catalyzed Aerobic Oxidation/6-Endo Heterocyclization of ortho-Alkynylbenzaldehydes

Author(s):  
Hao Wu ◽  
Yi-Chun Wang ◽  
Andrey Shatskiy ◽  
Qiu-Yan Li ◽  
Jian-Quan Liu ◽  
...  

A method involving silver-catalyzed aerobic oxidation/6-endo heterocyclization of ortho-alkynylbenzaldehydes to yield 3-substituted isocumarins is described. The developed protocol allows convenient access to a range of synthetically useful 3-substituted isocoumarins and...

2018 ◽  
Vol 9 (15) ◽  
pp. 1972-1982 ◽  
Author(s):  
Hassan Bohra ◽  
Peizhou Li ◽  
Cangjie Yang ◽  
Yanli Zhao ◽  
Mingfeng Wang

Triazine-based conjugated porous polymers were synthesised by direct arylation polymerization and used as photocatalysts for aerobic oxidation of benzylamine.


2019 ◽  
Vol 9 (3) ◽  
pp. 811-821 ◽  
Author(s):  
Zhao-Meng Wang ◽  
Li-Juan Liu ◽  
Bo Xiang ◽  
Yue Wang ◽  
Ya-Jing Lyu ◽  
...  

The catalytic activity decreases as –(SiO)3Mo(OH)(O) > –(SiO)2Mo(O)2 > –(O)4–MoO.


2020 ◽  
Vol 7 (6) ◽  
pp. 885-889 ◽  
Author(s):  
Xinxin Qi ◽  
Zhi-Peng Bao ◽  
Xiao-Feng Wu

A palladium-catalyzed carbonylative transformation of aryl iodides and sulfonyl chlorides to thioesters has been studied.


2018 ◽  
Author(s):  
Asim Maity ◽  
Sung-Min Hyun ◽  
Alan Wortman ◽  
David Powers

<p>Hypervalent iodine(V) reagents, such as Dess-Martin periodinane (DMP) and 2-iodoxybenzoic acid (IBX), are broadly useful oxidants in chemical synthesis. Development of strategies to access these reagents from O2 would immediately enable use of O2 as a terminal oxidant in a broad array of substrate oxidation reactions. Recently we disclosed the aerobic synthesis of I(III) reagents by intercepting reactive oxidants generated during aldehyde autoxidation. Here, we couple aerobic oxidation of iodobenzenes with disproportionation of the initially generated I(III) compounds to generate I(V) reagents. The aerobically generated I(V) reagents exhibit substrate oxidation chemistry analogous to that of DMP. Further, the developed aerobic generation of I(V) has enabled the first application of I(V) intermediates in aerobic oxidation catalysis.</p>


2019 ◽  
Author(s):  
Evan Gardner ◽  
Caitlyn Cobb ◽  
Jeffery A. Bertke ◽  
Timothy H. Warren

A modular synthesis provides access to a series of new tris(pyrazolyl)borate ligands <sup>XpyMe</sup>TpK that possess a single functionalized pendant pyridyl (py) or pyrimidyl (pyd) arm designed to engage in tunable intramolecular H-bonding to metal–bound functionalities. To illustrate such H-bonding interactions, a series of [<sup>XpyMe</sup>TpCu]<sub>2</sub>(𝜇–OH)<sub>2</sub>(<b>6a</b><b>–6e</b>) complexes were synthesized from the corresponding <sup>XpyMe</sup>TpCu–OAc (<b>5a–5e</b>) complexes. Single crystal X-ray structures of three new dinuclear [<sup>XpyMe</sup>TpCu]<sub>2</sub>(𝜇–OH)<sub>2</sub>complexes reveal H-bonding between the pendant heterocycle and bridging hydroxide ligands while the donor arm engages the copper center in an unusual monomeric <sup>DMAPMe</sup>TpCu–OH complex. Vibrational studies (IR) of each bridging hydroxide complex reveal reduced 𝜈<sub>OH </sub>frequencies that tracks with the H-bond accepting ability of the pendant arm.


2019 ◽  
Author(s):  
Evan Gardner ◽  
Caitlyn Cobb ◽  
Jeffery A. Bertke ◽  
Timothy H. Warren

A modular synthesis provides access to a series of new tris(pyrazolyl)borate ligands <sup>XpyMe</sup>TpK that possess a single functionalized pendant pyridyl (py) or pyrimidyl (pyd) arm designed to engage in tunable intramolecular H-bonding to metal–bound functionalities. To illustrate such H-bonding interactions, a series of [<sup>XpyMe</sup>TpCu]<sub>2</sub>(𝜇–OH)<sub>2</sub>(<b>6a</b><b>–6e</b>) complexes were synthesized from the corresponding <sup>XpyMe</sup>TpCu–OAc (<b>5a–5e</b>) complexes. Single crystal X-ray structures of three new dinuclear [<sup>XpyMe</sup>TpCu]<sub>2</sub>(𝜇–OH)<sub>2</sub>complexes reveal H-bonding between the pendant heterocycle and bridging hydroxide ligands while the donor arm engages the copper center in an unusual monomeric <sup>DMAPMe</sup>TpCu–OH complex. Vibrational studies (IR) of each bridging hydroxide complex reveal reduced 𝜈<sub>OH </sub>frequencies that tracks with the H-bond accepting ability of the pendant arm.


2012 ◽  
Vol 9 (3) ◽  
pp. 319-340
Author(s):  
Bo-Tao Xin ◽  
Qing-Fa Zhou ◽  
Tao Lu
Keyword(s):  

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