69395-24-0

Upstream product

• 74965-38-1 tert-butyl (2-formylphenyl)carbamate 
• 6275-02-1 1,2-bis(o-nitrophenyl)ethylene 
• 42467-40-3 2,2'-dinitrostilbene 
• 612-23-7 2-nitrobenzyl chloride 
• 164226-32-8 2-(tert-butyloxycarbonyl)aminobenzyl alcohol 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 16714-25-3 2-azidobenzaldehyde 
• 251089-08-4 (Z)-2-amino-2'-nitrostilbene 
• 217300-86-2 N-<(2'-nitrostilben-2-yl)phenyl>-tert-butylcarbamate 
• 615-43-0 2-iodophenylamine 
• 579-71-5 2-nitrostyrene 
• 23308-83-0 (2-nitrobenzyl)triphenylphosphonium bromide 

Downstream Products

• 365529-80-2 C₁₅H₁₀N₂O₃ 
• 59050-53-2 2-(2-nitrophenyl)-1H-indole 
• 217088-75-0 N-(2'-(p-nitrophenylcarbamate)bibenzyl-2-yl)-p-methoxyphenylcarbamate 
• 217088-74-9 N-(2'-(2,2,2-trichloroethylcarbamate)bibenzyl-2-yl)-p-methoxyphenylcarbamate 
• 251089-11-9 1-methyl-3-(o-nitrophenyl)-1H-quinoline-2-one 
• 251089-12-0 1-methyl-3-(o-azidophenyl)-1H-quinoline-2-one 
• 251089-10-8 3-(o-nitrophenyl)-1H-quinoline-2-one 
• 197524-37-1 1-methyl-3-(o-aminophenyl)-1H-quinoline-2-one 
• 114414-78-7 neocryptolepine 
• 217300-92-0 N-<(2'-nitrostilben-2-yl)phenyl>-p-methoxyphenylcarbamate 

Relevant academic research and scientific papers

Synthesis of 2-Substituted Indoles through Visible Light-Induced Photocatalytic Cyclizations of Styryl Azides

A visible light-induced photocatalytic intramolecular cyclization of styryl azides has been developed in the presence of the ruthenium complex Ru(bpy)3Cl2 (0.5 mol%) as photocatalyst at room temperature. The present photocatalytic strategy features operational simplicity as well as high functional group tolerance, and provides a facile access to various 2-substituted N-free indoles in good to excellent yields. Importantly, the present process can employ sunlight as the light source to afford the corresponding products without loss of reaction efficiency.

A novel approach to the indoloquinoline alkaloids cryptotackieine and cryptosanguinolentine by application of cyclization of o-vinylsubstituted arylheterocumulenes

1-Methyl-3-(o-azidophenyl)quinoline-2-one prepared by cyclization of the corresponding o-vinylsubstituted isocyanate under microwave irradiation is directly converted into cryptotackieine 1 by an intramolecular aza-Wittig reaction with trimethylphosphine; alternatively heating followed by reduction of the resulting indoloquinoline derivative provided cryptosanguinolentine 2.

A divergent approach to cryptotackieine and cryptosanguinolentine alkaloids

A seven-step synthesis of the 1-methyl-3-(o-azidophenyl)quinolin-2-one, a common intermediate for the synthesis of the cryptotackieine and cryptosanguinolentine alkaloids, is described. This intermediate is directly converted into cryptotackieine 1 by an intramolecular aza-Wittig reaction with trimethylphosphine; alternatively heating followed by reduction of the resulting indoloquinoline derivative provided cryptosanguinolentine 2.

Multilevel selectivity in the mild and high-yielding chlorosilane- induced cleavage of carbamates to isocyanates

The silane-induced cleavage of a series of N-p-tolylcarbamates and N- phenethylcarbamates to isocyanates has been investigated as a function of chlorosilane, carbamate substituent, and reaction conditions. Reaction yields were determined from the isolated ureas, which were formed by trapping the corresponding isocyanates with isobutylamine. Under room-temperature conditions, multilevel selectivity in carbamate activation has been demonstrated. This selectivity together with the generality of the methodology enhances the utility of carbamates as synthetic intermediates and protecting groups. To demonstrate the effectiveness of this selectivity, a series of biscarbamates were selectively monoactivated to isocyanates in excellent yields.