86440-77-9

Upstream product

• 3034-94-4 3-nitrophenylacetylene 
• 444681-65-6 1,1-dibromo-2-(3-nitrophenyl)ethene 
• 99-61-6 3-nitro-benzaldehyde 
• 18462-34-5 (Z)-1-(2-bromovinyl)-4-nitrobenzene 
• 937-31-5 (4-Nitrophenyl)acetylene 

Downstream Products

• 134682-52-3 1-(3-nitrophenyl)-4-(4-nitrophenyl)-1,3-butadiyne 
• 1206482-98-5 C₁₇H₁₀N₂O₃ 
• 1327274-42-9 benzo[d]oxazol-2-yl(3-nitrophenyl)methanone 
• 1327274-38-3 2-(3-nitrobenzyl)benzoxazole 
• 1327274-43-0 5-methyl-2-(3-nitrobenzoyl)benzoxazole 
• 1260766-25-3 2-(3-nitrobenzyl)-5-methylbenzoxazole 
• 2227-64-7 3'-nitro-2-bromoacetophenone 
• 1174638-38-0 N-benzyl-N-4-toluenesulfonyl-4-methoxy-phenylethynylamine 
• 134682-48-7 1-(3-azidophenyl)-4-(4-azidophenyl)-1,3-butadiyne 

Relevant academic research and scientific papers

Catalytic Synthesis of Dibenzazepines and Dibenzazocines by 7-Exo- and 8-Endo-Dig-Selective Cycloisomerization

The 7-exo- and 8-endo-dig-selective gold-catalyzed cycloisomerizations of 2-propargylamino biphenyl derivatives were developed. The reaction of terminal alkynes gave dibenzo[b,d]azepines by 7-exo-dig cycloisomerization. In contrast, when internal alkynes were subjected to the reaction, 8-endo-dig cycloisomerization proceeded to provide dibenzo[b,d]azocines. The nucleophilicity at the reaction site and the electron-withdrawing effect of a tosyl group were important for the present selective transformation. This protocol could be used for ynamide substrates and a silver-catalyzed reaction gave 7-exo-dig products selectively.

Palladium-Catalyzed Regioselective Alkynylation of Pyrroles and Azoles under Mild Conditions: Application to the Synthesis of a Dopamine D-4 Receptor Agonist

A mild and general method for the direct alkynylation of azoles such as pyrrole, indole, and 7-azaindole is described here. Using a simple catalytic system such as Pd(OAc)2 (2.5 mol %), P(tBu)2Me·HBF4 (5 mol %), and NaOAc (2 equiv) allowed the regioselective introduction of various alkynyl residues at the C-2 position of pyrroles. Interestingly, C-2 alkynylation was also observed on C-3-substituted indoles, whereas classical C-3 alkynylation was obtained on selected unsubstituted indoles and 7-azaindole. Our methodology has been illustrated by the efficient synthesis of a potential schizophrenia drug (dopamine D-4 inhibitor).

Copper-catalyzed N-alkynylations of sulfoximines with bromoacetylenes

N-Alkynylated sulfoximines have been obtained by copper-catalyzed cross-coupling reactions starting from NH-sulfoximines and bromoacetylenes in moderate to good yields. The reaction conditions are mild, and the substrate scope is wide.

Synthesis of heteroaryl ketones via tandem reaction of 1,1-dibromoethenes

A novel method for the synthesis of heteroaryl ketones through one-pot tandem reaction of 1,1-dibromoethenes with 2-amino(thio)phenols promoted by TBAF·3H2O and RuCl3(5%)/air was developed. This novel method includes several reactions in one-pot and utilizes economical yet efficient reagents to generate synthetically and biologically interesting heteroaryl ketones under mild conditions with good efficiency.

Magnetic interaction between the triplet centers in ethynylenebis(phenylnitrenes) and 1,3-butadiyne-1,4-diylbis(phenylnitrenes)

The magnetic interaction of the two triplet phenylnitrene units linked together through an acetylene or a diacetylene linkage has been investigated by ESR spectroscopy. Two regioisomeric (meta,para′ and meta, meta′) diazides of 1,2-diphenylacetylene 12a a

RADICAL ANIONS AND GROUP IVB ORGANOMETALLIC ADDUCTS OF NITROPHENYLACETYLENES AND SOME HALOGENATED DERIVATIVES

The reaction of the title compounds with several reducing agents and with a number of Group IVB organometallic radicals has been investigated by electron spin resonance spectroscopy.In reducing media the ethynyl derivatives p- and m-NO2C6H4C*CH were found