1283669-52-2

Upstream product

• 55171-62-5 2-bromo-4,5-methylenedioxybenzoyl chloride 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 
• 60546-62-5 6-bromopiperonylic acid 
• 82463-74-9 6-Bromo-1,3-benzodioxole-5-carboxamide 
• 1431758-18-7 C₁₆H₁₁NO₃ 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 717903-52-1 6-(trimethylsilyl)benzo[d][1,3]dioxol-5-yl triflate 
• 854651-20-0 1-(6-bromo-benzo[1,3]dioxol-5-yl)-3-phenyl-propane-1,3-dione 

Relevant academic research and scientific papers

Reaction of arynes with trifluoroacetylated β-diketones: Novel formation of isocoumarins and phenanthrenes

Polysubstituted isocoumarins were synthesized by the reaction of substituted 2-(trimethylsilyl)aryl triflates with trifluoromethylated β-diketones in the presence of CsF. The reaction proceeded through carbon-carbon bond insertion of aryne and intramolecular cyclization to form intermediates of alcohol anions, which extruded trifluoromethyl anion to afford isocoumarins. By using CuBr as a catalyst, 2 eq. of aryne reacted with β-diketones to afford phenanthrenes and 1,2-diarylethanones. Although reaction of 2-(trimethylsilyl)phenyl triflate with 1,1,1-trifluoro-4′-methylbenzoylacetone in the presence of CsF gave 3-(4′-methylphenyl)isocoumarin in 67% yield, addition of 0.2 eq. of CuCN resulted in the formation of 9-(4-methylbenzoyl)-10-trifluoromethylphenanthrene in 35% yield.

Novel one-pot synthesis of polysubstituted isocoumarins from arynes and trifluoroacetylated β-diketones

Polysubstituted isocoumarins such as thunberginol A were synthesized by the reaction of substituted 2-(trimethylsilyl)-phenyl triflate with trifluoromethylated β-diketones in the presence of CsF. The reaction proceeded via carboncarbon bond insertion of aryne followed by intramolecular cyclization and CF3 anion extrusion. The C(..O)CF3 unit has high potential for not only the nucleophilic moiety but also a useful leaving group of CF3.

Super acid catalysed sequential hydrolysis/cycloisomerization of o-(acetylenic)benzamides under microwave condition: Synthesis, antinociceptive and antiinflammatory activity of substituted isocoumarins

Synthesis of isocoumarins and related compounds via triflic acid promoted hydrolysis/cyclization sequence of 2-(alkynyl)benzamides under microwave condition was achieved. The substrate scope of the reaction was broad to include not only aromatic but also

Synthesis of 3-substituted isocoumarins via a cascade intramolecular Ullmann-type coupling-rearrangement process

A simple and highly efficient strategy for the synthesis of 3-substituted isocoumarins through a copper(I)-catalyzed reaction of 1-(2-halophenyl)-1,3- diones has been developed. The procedure is based on a cascade copper-catalyzed intramolecular Ullmann-type C-arylation and rearrangement process. This methodology is tolerant of a wide range of substrates and applicable to library synthesis.