3210-15-9

Usage

InChI:InChI=1/C21H19NO/c23-21(22-19-14-8-3-9-15-19)20(18-12-6-2-7-13-18)16-17-10-4-1-5-11-17/h1-15,20H,16H2,(H,22,23)

Upstream product

• 621-06-7 2,N-diphenylacetamide 
• 100-44-7 benzyl chloride 
• 94942-89-9 2,3-diphenylpropanoic acid 
• 62-53-3 aniline 
• 16141-49-4 trans-1,3,4-triphenyl-2-azetidinone 
• 103-71-9 phenyl isocyanate 
• 92074-28-7 1-phenyl-1-(tributylstannyl)ethene 
• 98-80-6 phenylboronic acid 
• 56042-76-3 2,3-diphenylpropionyl chloride 
• 7477-20-5 (±)-cis-1,3,4-triphenylazetidin-2-one 
• 7477-20-5 (3S,4R)-1,3,4-triphenyl-2-azetidinone 

Relevant academic research and scientific papers

NIS-mediated oxidative arene C(sp2)-H amidation toward 3,4-dihydro-2(1H)-quinolinone, phenanthridone, and N-fused spirolactam derivatives

A new radical-mediated intramolecular arene C(sp2)-H amidation of 3-phenylpropanamides or [1,1′-biphenyl]-2-carboxamides was developed to prepare a series of 3,4-dihydro-2(1H)-quinolinone and phenanthridone derivatives in moderate to excellent yields (33-94%). Spirolactams could also be obtained using this protocol.

Cycloreversion of β-lactams via photoinduced electron transfer

The radical anions of β-lactams, photogenerated in the presence of DABCO as an electron donor, undergo cycloreversion via N-C4 bond cleavage, back electron transfer and final C2-C3 bond cleavage, leading to olefins. The involved intermediates are 1,4-radi

Ring splitting of azetidin-2-ones via radical anions

The radical anions of azetidin-2-ones, generated by UV-irradiation in the presence of triethylamine, undergo ring-splitting via N-C4 or C3-C4 bond breaking, leading to open-chain amides. This reactivity diverges from that found for the neutral excited states, which is characterised by α-cleavage. The preference for β-cleavage is supported by DFT theoretical calculations on the energy barriers associated with the involved transition states. Thus, injection of one electron into the azetidin-2-one moiety constitutes a complementary activation strategy which may be exploited to produce new chemistry.

Addition of organostannanes to isocyanate catalyzed by a rhodium complex

Arylstannanes add to isocyanate in the presence of a rhodium catalyst to afford amides in good to excellent yields. Use of a phenol derivative as an additive is found to play an essential role for the successful reaction.

Benzylation of N-phenyl-2-phenylacetamide

Benzylation of N-phenyl-2-phenylacetamide with benzyl chloride in the presence of powdered KOH has been carried out to find out the possible reaction products as well as to ascertain optimal reaction conditions for the synthesis of different products. Alkylation reactions have been carried out in the presence of various phase-transfer catalysts, solvents and temperatures furnishing N-, O-, and C-products. N-product has been found to be the main product in most of the used systems.