973-14-8

Upstream product

• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 136271-52-8 9,10-Bis(phenylazo)phenanthrene 
• 107-13-1 acrylonitrile 
• 920-37-6 2-Chloroacrylonitrile 
• 1985-12-2 4-Bromophenyl isothiocyanate 
• 136271-50-6 9,10-Bisphenylazo-9,10-dihydrophenanthrene 
• 103-72-0 phenyl isothiocyanate 
• 941-69-5 N-phenyl-maleimide 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 
• 2131-61-5 p-nitrophenyl isothiocyanate 

Relevant academic research and scientific papers

Competitive reactivity of the aryl isothiocyanate dipolarophile at N=C versus C=S with nucleophilic 1,3-dipoles: A combined experimental and theoretical study. The reactions of substituted 1,2,3-triazolium-1-aminide 1,3-dipoles with aryl isothiocyanates: New tricyclic thiazolo[4,5-d][1,2,3]triazoles

Substituted 1,2,3-triazolium-1-aminide 1,3-dipoles react with aryl isothiocyanates at both the N=C and C=S sites to give mixtures of substituted imidazolo[4,5-d][1,2,3]triazoles and new thiazolo[4,5-d][1,2,3]triazoles including tricyclic derivatives with the C-3a and C-6a bridgeheads linked via (CH2)4 and phenanthro groups. The product distribution is controlled by the para-substituent of the aryl isothiocyanate. Theoretical calculations, 3-21G* and 6-31G*, suggest that linear triple bonded canonical forms of the aryl isothiocyanate system play a key role in the ambident reactivity of these systems.

Tricyclic phenanthrene systems: Substituted phenanthro[9,10-e]-1,2,3-triazines and fused phenanthro-azolo-1,2,3-triazoles from cycloaddition-rearrangement sequences of 9,10-bisarylazophenanthrenes with 2π-dipolarophiles. Azolium 1,3-dipoles

A range of new fused ring systems based on phenanthrene were obtained from cycloaddition-rearrangement reactions of 9,10-bisarylazophenanthrenes with alkyne and alkene dipolarophiles. These new rings include substituted phenanthro[9,10-e]-1,2,3-triazines, the tricyclic systems, substituted 3a,6a-(biphen-2,2′-yl)hexahydropyrrolo[2,3-d]-1,2,3-triazoles and substituted 3a,6a-(biphen-2,2′-yl)-hexahydroimidazo[4,5-d]-1,2,3-triazoles. X-Ray crystal structures are reported on 2-(p-bromophenyl)-4-methoxycarbonyl-4-(p-bromophenyliminomethoxalyl)-3,4- dihydrophenanthro[9,10-e]-1,2,3-triazin-2-ium-3-ide 6b, and 2,4-diphenyl-3a,6a-(biphen-2,2′-yl)-5,6-endo-dicarboxy-N-phenylimido)-1, 3a,4,5,6,6a-hexahydropyrrolo[2,3-d]-1,2,3-triazol-2-ium-1-ide 11a.