Ruthenium-Catalyzed Room-Temperature Coupling of α-Keto Sulfoxonium Ylides and Cyclopropanols for δ-Diketone Synthesis

2021 ◽  
Author(s):  
Lili Fang ◽  
Shuaixin Fan ◽  
Tielei Li ◽  
Weiping Wu ◽  
Jin Zhu
Keyword(s):  
Transition Metal ◽  
Room Temperature ◽  
Low Cost ◽  
Rhodium Catalyst ◽  
Catalytic Method ◽  
Reaction Conditions ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

Previous transition metal-catalyzed synthesis of δ-diketones is plagued by high cost of rhodium catalyst and harsh reaction conditions. Herein a low-cost, room temperature ruthenium catalytic method is developed based on...

scholarly journals Gram-Scale Synthesis of the N-Phenyl Phenothiazine Photocatalyst by Benzyne Addition

2021 ◽  
Author(s):  
Erin Welsh ◽  
Katherine Robertson ◽  
Alex Speed
Keyword(s):  
Transition Metal ◽  
Low Cost ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

N-phenyl phenothiazine is one of the most reducing photoredox catalysts. Its synthesis commonly requires transition metal catalyzed cross-coupling reactions. Here we show the syntheses of four aryl phenothiazines via a benzyne route, including a multi-gram scale synthesis of N-phenyl phenothiazine. While yields are modest, the simplicity, low cost, and lack of requirement for cross-coupling catalyst in this synthesis will be attractive to users of this photocatalyst.

Sonochemistry in Transition Metal Catalyzed Cross-coupling Reactions: Recent Developments

2020 ◽  
Vol 23 (28) ◽  
pp. 3137-3153 ◽  
Author(s):  
Sankuviruthiyil M. Ujwaldev ◽  
K. R. Rohit ◽  
Sankaran Radhika ◽  
Gopinathan Anilkumar
Keyword(s):  
Transition Metal ◽  
Cross Coupling ◽  
Reaction Rates ◽  
Coupling Reactions ◽  
Reaction Conditions ◽  
Cross Coupling Reactions ◽  
Recent Developments ◽  
Ultrasound Assisted ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

: Transition metal catalyzed cross-coupling reactions have always been very important in synthetic organic chemistry due to their versatility in forming all sorts of carbon-carbon and carbon-hetero atom bonds. Incorporation of ultrasound assistance to these protocols resulted in milder reaction conditions, faster reaction rates, etc. This review focuses on the contributions made by ultrasound-assisted protocols towards transition metal catalyzed crosscoupling reactions.

Transition metal-catalyzed C–H functionalization of N-oxyenamine internal oxidants

2015 ◽  
Vol 44 (5) ◽  
pp. 1155-1171 ◽  
Author(s):  
Huawen Huang ◽  
Xiaochen Ji ◽  
Wanqing Wu ◽  
Huanfeng Jiang
Keyword(s):  
Transition Metal ◽  
Bond Activation ◽  
Reaction Conditions ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed

The N-oxyenamine internal oxidant gives more chance to investigate the C–H bond activation under mild reaction conditions.

Hydroaminoalkylation of Allenes

Synlett ◽  
2019 ◽  
Vol 30 (08) ◽  
pp. 967-971 ◽  
Author(s):  
Jens Bielefeld ◽  
Steffen Mannhaupt ◽  
Marc Schmidtmann ◽  
Sven Doye
Keyword(s):  
Transition Metal ◽  
Simple Explanation ◽  
Reaction Conditions ◽  
Titanium Catalyst ◽  
Early Transition Metal ◽  
Allylic Cation ◽  
Transition Metal Catalyzed ◽  
Metal Catalyzed ◽  
Early Transition

The first examples of early-transition-metal-catalyzed hydroaminoalkylation reactions of allenes are reported. Initial studies performed with secondary aminoallenes led to the identification of a suitable titanium catalyst and revealed that under the reaction conditions, the initially formed hydroaminoalkylation products undergo an unexpected titanium-catalyzed rearrangement to form the thermodynamically more stable allylamines. The assumption that this rearrangement involves a reactive allylic cation intermediate provides a simple explanation of the fact that no successful early-transition-metal-catalyzed hydroaminoalkylations of allenes have previously been reported. As a result of the generation of the corresponding cation, the titanium-catalyzed intermolecular hydroaminoalkylation of propa-1,2-diene unexpectedly gives an aminocyclopentane product formed by incorporation of two equivalents of propa-1,2-diene.

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