1109231-82-4

Upstream product

• 3481-02-5 cyclopropyl phenyl ketone 
• 4440-01-1 lithium phenylacetylide 
• 536-74-3 phenylacetylene 

Downstream Products

• 1181658-54-7 (Z)-6-ethoxy-1,3-diphenylhex-3-en-1-yne 
• 1181658-45-6 (Z)-6-(2-(allyloxy)ethoxy)-1,3-diphenylhex-3-en-1-yne 
• 1181658-47-8 (Z)-6-(allyloxy)-1,3-diphenylhex-3-en-1-yne 
• 1181658-43-4 (Z)-6-(benzyloxy)-1,3-diphenylhex-3-en-1-yne 
• 1181658-50-3 (Z)-6-tert-butoxy-1,3-diphenylhex-3-en-1-yne 
• 1181658-52-5 (Z)-6-(cyclohexyloxy)-1,3-diphenylhex-3-en-1-yne 
• 1189355-96-1 3-(3-cyclopropyl-1,3-diphenylpropa-1,2-dienyl)-2-(4-methoxyphenyl)-1H-indole 
• 1189356-06-6 C₃₂H₂₅N 
• 1189355-94-9 C₃₂H₂₅N 
• 1251927-00-0 3-(3-cyclopropyl-1-phenyl-1H-inden-2-yl)-2-methyl-1H-indole 
• 1262895-45-3 3-(1-cyclopropyl-1,3-diphenylprop-2-ynyl)-1-methyl-1H-indole 
• 1453497-00-1 6-chloro-1,3-diphenylhex-3-en-1-yne 
• 1434475-20-3 (6-cyclopropyl-1,4,6-triphenyl-1,6-dihydropyridin-3-yl)(phenyl)methanone 
• 1397692-91-9 (3-cyclopropylhex-5-en-1-yne-1,3-diyl)dibenzene 

Relevant academic research and scientific papers

Acid catalysed rearrangement of isobenzofurans to angularly fused phthalides

An acid catalysed, cascade process for the construction of angularly fused polycyclic phthalides from isobenzofurans under transition metal free conditions has been reported. This process is very general for diverse gem-disubstituted isobenzofuran substrates. Control experiments supported the mechanism as the nucleophilic attack of the carboxylate onto the acid activated furan ring for the simultaneous ring closing-ring opening cascade followed by dehydration. This method serves as a greener alternative for the synthesis of angularly fused polycyclic phthalides.

Rapid access to halohydrofurans via bronsted acid-catalyzed hydroxylation/halocyclization of cyclopropyl methanols with water and electrophilic halides

A one-pot, two-step method to prepare 3-halohydrofurans efficiently by TfOH-catalyzed hydroxylation/halocyclization of cyclopropyl methanols with H2O and N-halosuccinimide (NXS, X=1, Br, Cl) or Selectfluor is described. The reactions proceed rapidly under mild and operationally straightforward conditions with a catalyst loading as low as 1 mol % and afford the 3-halohydrofuran products in moderate to excellent yields and, in most cases, with preferential cis diastereoselectivity. The method was shown to be applicable to cyclopropyl methanols containing electron-withdrawing, electron-donating, and sterically demanding functional groups and electrophilic halide sources. The mechanism is suggested to involve protonation of the alcohol substrate by the Bronsted acid catalyst and ionization of the starting material. This results in ring-opening of the cyclopropane moiety and in situ formation of a homoallylic alcohol intermediate, which undergoes subsequent intramolecular halocyclization on treating with the electrophilic halide source to give the halohydrofuran. The observed cis product selectivity is thought to be determined by the reaction proceeding through an in situ generated unsaturated alcohol intermediate that contains a (Z)-alkene moiety under the kinetically controlled conditions.

Highly efficient synthesis of tri- and tetrasubstituted conjugated enynes from Bronsted acid catalyzed alkoxylation of 1-cyclopropylprop-2-yn-1-ols with alcohols

(Chemical Equation Presented) A highly efficient triflic acid catalyzed ring opening of a wide variety of 1-cyclopropyl-2-propyn-1-ols with alcohols as an efficient synthetic route to conjugated enynes is reported herein. The reaction was operationally st