1094774-80-7

Upstream product

• 1128143-45-2 ((2-methoxyphenyl)ethynyl)(phenyl)sulfane 
• 1352281-02-7 1-(2-(2-methoxyphenyl)ethynylsulfonyl)benzene 
• 1066-54-2 trimethylsilylacetylene 
• 578-57-4 2-bromoanisole 
• 767-91-9 1-ethynyl-2-methoxybenzene 
• 40904-92-5 4-(2'-methoxyphenyl)-2-methyl-3-butyn-2-ol 
• 405064-56-4 1-methoxy-2-[4-(trimethylsilyl)-1,3-butadiyn-1-yl]benzene 

Downstream Products

• 1370017-54-1 1-(4-fluorobuta-1,3-diynyl)-2-methoxybenzene 
• 1380539-92-3 C₂₈H₁₉ClF₄N₂O₃ 
• 1380539-93-4 C₂₈H₁₉F₅N₂O₃ 
• 1380539-90-1 C₂₈H₂₀ClF₃N₂O₃ 
• 1394290-83-5 1-methoxy-2-(6,6,6-trifluorohexa-1,3-diyn-1-yl)benzene 
• 1415638-81-1 N-(5-(2-methoxyphenyl)-1-phenylpenta-2,4-diyn-1-yl)-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Syntheses of trifluoroethylated unsymmetrical 1,3-diynes by using 1,1-dichloro-2,2,2-trifluoroethane

Copper-mediated reaction of terminal 1,3-diynes with 1,1-dichloro-2,2,2-trifluoroethane (CF3CHCl2) using ethanolamine as ligand gave trifluoroethylated unsymmetrical 1,3-diynes in moderate to good yields. The reaction were carried out under mild conditions, and were easy to operate. Aryl groups with weak electron-withdrawing group or electron-donating group, and alkyl substitutents at terminal 1,3-diynes were tolerated. Synthesis of a trifluoroethylated conjugated triyne by using this method was demonstrated. Further transformation of the trifluoroethylated unsymmetrical 1,3-diyne to provide trifluoroethyl-substituted 1,2,3-triazole and isoxazole as application examples were successfully realized.

Highly enantioselective copper(i)-catalyzed conjugate addition of 1,3-diynes to α,β-unsaturated trifluoromethyl ketones

The conjugate diynylation of α,β-unsaturated trifluoromethyl ketones is carried out in the presence of a low catalytic load (2.5 mol%) of a copper(i)-MeOBIPHEP complex, triethylamine and a terminal 1,3-diyne. Pre-metalation of the terminal 1,3-diyne with stoichiometric or higher amounts of dialkylzinc reagent is not required. The corresponding internal diynes bearing a propargylic stereogenic center are obtained with good yields and excellent enantioselectivities. This journal is

Zinc-mediated enantioselective addition of terminal 1,3-diynes to N-arylimines of trifluoropyruvates

A facile and effective enantioselective addition of terminal 1,3-diynes to acyclic α-CF3 ketimine esters has been developed by using zinc/Binol complexes. The reaction works well with a variety of aromatic-, aliphatic- and silyl-substituted diynes, providing the desired products in up to 97% yield and 97% enantiomeric excess.

Three types of products by carbon nucleophiles toward methoxyphenylacetylenic sulfones

Methoxy-arylacetylenic sulfones were examined to react with various carbanion nucleophiles to result in the three types of products; thus, (i) nucleophiles (MeLi·LiBr, Vinyl MgBr, LiCH2CN) showed the α-addition, however, (ii) Li-CC-TMS afforded β-addition (conjugate addition) products. The (iii) displacement reaction through α-addition/ isomerization/trans-elimination was enhanced by the presence of ortho-methoxy group at high temperature. The heteroatom nucleophiles (nitrogen, oxygen or sulfur atom) in a protic solvent provided only conjugate addition products as reported.

Synthesis, structures and reactions of isolable terminal aryl/biarylbutadiynes (Ar-C≡C-C≡CH)

The synthesis and isolation is reported of five terminal aryl/biaryl-butadiynes, Ar-C≡C-C≡CH, (5a-c, 10a and 10b) from 2-methyl-6-aryl/biaryl-hexa-3,5-diyn-2-ol precursors [Ar-C≡C-C≡C- C(Me)2OH; Ar = 2-MeOC6H4, 3-MeOC sub