62764-72-1

Upstream product

• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 70-55-3 toluene-4-sulfonamide 
• 941-55-9 4-toluenesulfonyl azide 
• 1423-60-5 methyl ethynyl ketone 
• 68-12-2 N,N-dimethyl-formamide 
• 65-85-0 benzoic acid 
• 201230-82-2 carbon monoxide 
• 123-54-6 acetylacetone 
• 4083-64-1 Tosyl isocyanate 
• 98-59-9 p-toluenesulfonyl chloride 
• 674-82-8 4-methyleneoxetan-2-one 

Relevant academic research and scientific papers

Intermolecular C-H Amidation of Alkenes with Carbon Monoxide and Azides via Tandem Palladium Catalysis

An atom- and step-economic intermolecular multi-component palladium-catalyzed C-H amidation of alkenes with carbon monoxide and organic azides has been developed for the synthesis of alkenyl amides. The reaction proceeds efficiently without an ortho -directing group on the alkene substrates. Nontoxic dinitrogen is generated as the sole by-product. Computational studies and control experiments have revealed that the reaction takes place via an unexpected mechanism by tandem palladium catalysis.

Pd-catalyzed amidation of 1,3-diketones with CO and azidesviaa nitrene intermediate

An efficient Pd-catalyzed amidation of 1,3-diketones has been developed using carbon monoxide and organic azides. This reaction provides a step-economic approach to produce β-ketoamides from readily available compounds under mild ligand-, oxidant-, and base-free conditions. The mechanistic studies showed that the reaction occurred through anin situgenerated isocyanate intermediate.

Novel method for synthesizing sulfonyl ketoamide

The invention discloses a novel method for synthesizing sulfonyl ketoamide, which comprises the following steps: adding a 1,3-dicarbonyl compound, organic azide, a catalyst and a solvent, and introducing CO to react; removing the solvent under reduced pressure; and carrying out column chromatography by using an eluting agent to obtain a sulfonyl ketoamide derivative. In the process of synthesizingthe sulfonyl ketoamide derivative, various 1,3-dicarbonyl compounds, CO and sulfonyl azide are used as raw materials, the organic azide is used for replacing unstable isocyanate, the reaction substrate range is greatly enlarged, the raw materials are simple and easy to obtain, reaction conditions are mild, the method is environmentally friendly, no additive is needed, and the yield is high.

N-Sulfonyl acetylketenimine as a highly reactive intermediate for synthesis of N-Aroylsulfonamides

A highly reactive intermediate N-sulfonyl acetylketenimine was generated from an ynone-participated CuAAC/ring-opening method. Its unique structure allowed it to react with aryl carboxylic acids to give N-aroylsulfonamides via a novel Mumm-type rearrangement.

N -Sulfonyl acetylketenimine as a highly reactive intermediate for the synthesis of N -sulfonyl amidines

A highly reactive intermediate N-sulfonyl acetylketenimine was generated from a 3-butyn-2-one participating CuAAC/ring-opening method. Its high reactivity due to bearing two EWGs allowed us to offer the first example of a reaction between ketenimine and amide to synthesize N-sulfonyl amidines efficiently.

Palladium-Catalyzed [3 + 2]-C-C/N-C Bond-Forming Annulation

The synthesis of bi- and tricyclic structures incorporating pyrrolidone rings is disclosed, starting from resonance-stabilized acetamides and cyclic α,β-unsaturated-γ-oxycarbonyl derivatives. This process involves an intermolecular Tsuji-Trost allylation/intramolecular nitrogen 1,4-addition sequence. Crucial for the success of this bis-nucleophile/bis-electrophile [3 + 2] annulation is its well-defined step chronology in combination with the total chemoselectivity of the former step. When the newly formed annulation product carries a properly located o-haloaryl moiety at the nitrogen substituent, a further intramolecular keto α-arylation can join the cascade, thereby forming two new cycles and three new bonds in the same synthetic operation.