24932-56-7

Upstream product

• 931-53-3 Cyclohexyl isocyanide 
• 4545-20-4 benzophenone tosylhydrazone 
• 1871-76-7 diphenylacetic acid chloride 
• 108-91-8 cyclohexylamine 
• 538-75-0 dicyclohexyl-carbodiimide 
• 776-74-9 Bromodiphenylmethane 
• 110-83-8 cyclohexene 
• 6636-02-8 diphenylacetylhydrazine 
• 117-34-0 2,2-diphenylacetic acid 

Downstream Products

• 24932-57-8 N-(2,2-diphenylvinylidene)cyclohexanamine 

Relevant academic research and scientific papers

Metal-free Photocatalytic Intermolecular anti-Markovnikov Hydroamination of Unactivated Alkenes

The development of photocatalytic intermolecular hydroamination reaction between N-aminated dihydropyridines and unactivated alkenes is reported. Metal-free co-catalysts, rhodamine 6G and thiophenol, in presence of visible light are used to initiate the process. The transformation shows a broad substrate scope, both alkenes and amidyl radical can act as coupling partners. The radical strategy provides excellent anti-Markovnikov selectivity and regioselectivity in diene substrates.

Nickel-Catalyzed Reductive Addition of Aryl/Benzyl Halides and Pseudohalides to Carbodiimides for the Synthesis of Amides

A Nickel-catalyzed reductive process is described for the direct amidation of benzyl and aryl halides using carbodiimides as the amidating agent. Moreover, aryl and benzyl C–O electrophiles such as triflate, acetate, tosylate, trityl ether, and pivalate were converted into amides using this method. The in-situ-generated Ni0acts as a catalyst for the reaction at room temperature for benzylic substrates, and 70 °C for aryl electrophiles. This new nickel-catalyzed reductive coupling protocol provides a general and operationally simple method for the synthesis of diverse amides using carbodiimides. Amides bearing bulky substituents can be synthesized by this strategy in high yield, which demonstrates its effectiveness in amide synthesis.

Hydroalumination of Ketenimines and Subsequent Reactions with Heterocumulenes: Synthesis of Unsaturated Amide Derivatives and 1,3-Diimines

The series of differently substituted ketenimines 1 was hydroluminated using di-iso-butyl aluminum hydride. For the sterically congested ketenimine 1a, preferred hydroalumination of the C=N-bond was proven by X-ray crystallography (compound 5a). In situ treatment of the hydroaluminated ketenimines 5 with various heterocumulenes like carbodiimides, isocycanates, isothiocyanates and ketenimines as electrophiles and subsequent hydrolytic workup resulted in novel enamine derived amide species in case of N-attack (sterically less hindered ketenimines) under formation of a new C-N-bond or in 1,3-diimines by C-C-bond-formation in case of bulky substituents at the ketenimine-nitrogen atom. Furthermore, domino reactions with more than 1 equiv of the electrophile or by subsequent addition of two different electrophiles are possible and lead to polyfunctional amide derivatives of the biuret type which are otherwise not easily accessible.

Palladium-catalyzed amidation of N-tosylhydrazones with isocyanides

Aminocarbonylation of N-tosylhydrazones: The direct formation of ketenimines from carbenes and isocyanides is limited to the reaction of Fischer carbene complexes or some specially stabilized carbenes with isocyanides. A Pd-catalyzed amidation of N-tosylhydrazones with isocyanides via a ketenimine intermediate in the presence of water is described. The method offers a general way to synthesize amides from carbonyl compounds through one-carbon extension (see scheme). Copyright

2-Pyridon-1-yl Diphenyl Phosphate. A Useful New Reagent for the Synthesis of Amides and Peptides

2-Pyridon-1-yl diphenyl phosphate is found to be a useful coupling agent for the synthesis of amides and practically racemization-free peptides.