Palladium-catalyzed aerobic (1+2) annulation of Csp3–H bonds with olefin for the synthesis of 3-azabicyclo[3.1.0]hex-2-ene

2017 ◽  
Vol 53 (14) ◽  
pp. 2294-2297 ◽  
Author(s):  
Kun Wu ◽  
Lingkui Meng ◽  
Mingming Huai ◽  
Zhiliang Huang ◽  
Chao Liu ◽  
...  
Keyword(s):  
Reductive Elimination ◽  
Mechanistic Studies ◽  
Palladium Catalyzed

A novel Pd-catalyzed aerobic (1+2) annulation was developed and the palladation of Csp3–H bonds took place twice at the same position. Mechanistic studies by in situ IR revealed that the second C–H palladation and reductive elimination might be slow steps.

scholarly journals Palladium-catalyzed Suzuki-Miyaura coupling of thioureas or thioamides

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Shaoyu Mai ◽  
Wendong Li ◽  
Xue Li ◽  
Yingwei Zhao ◽  
Qiuling Song
Keyword(s):  
Silver Salt ◽  
Coupling Reaction ◽  
Coupling Reactions ◽  
Mechanistic Studies ◽  
Aromatic Rings ◽  
Cross Coupling Reactions ◽  
Broad Array ◽  
Palladium Catalyzed

AbstractCross-coupling reactions involving metal carbene intermediates play an increasingly important role in C–C bond formation. Expanding the carbene precursors to a broader range of starting materials and more diverse products is an ongoing challenge in synthetic organic chemistry. Herein, we report a Suzuki-Miyaura coupling reaction of in situ-generated Pd–carbene complexes via desulfurization of thioureas or thioamides. This strategy enables the preparation of a broad array of substituted amidinium salts and unsymmetrical diaryl ketones. The reaction is readily scalable, compatible with bromo groups on aromatic rings, tolerant to moisture and air and has a broad substrate scope. Furthermore, a single crystal structure of Pd-diaminocarbene complex is obtained and proven to be the key intermediate in both catalytic and stoichiometric reactions. Preliminary mechanistic studies demonstrate the dual role of the silver salt as a desulfurating reagent assisting the elimination of sulfur and as oxidant facilitating the PdII/Pd0/PdII catalytic cycle.

scholarly journals PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation

2021 ◽  
pp. 174751982098753
Author(s):  
Xiaofang Wu ◽  
Lei Zhou ◽  
Fangshao Li ◽  
Jing Xiao
Keyword(s):  
Acid Chloride ◽  
Bioactive Molecules ◽  
Mechanistic Studies ◽  
One Pot ◽  
Tert Butyl ◽  
Butyl Esters

A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired products.

scholarly journals Mechanistic studies on lithium intercalation in a lithium-rich layered material using Li2RuO3epitaxial film electrodes and in situ surface X-ray analysis

2014 ◽  
Vol 2 (42) ◽  
pp. 17875-17882 ◽  
Author(s):  
Sou Taminato ◽  
Masaaki Hirayama ◽  
Kota Suzuki ◽  
KyungSu Kim ◽  
Yueming Zheng ◽  
...  
Keyword(s):  
Layered Material ◽  
Lithium Intercalation ◽  
Mechanistic Studies ◽  
X Ray
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