53699-72-2

Upstream product

• 139625-58-4 allo-(α.α.δ-trimethyl-δ-phenyl-fulgenic acid ) 
• 75-36-5 acetyl chloride 
• 53699-76-6 (Z)-isopropylidene(phenylethylidene)succinic anhydride 
• 201230-82-2 carbon monoxide 
• 23695-53-6 2-methyl-5-phenyl-hex-3-yne-2,5-diol 

Downstream Products

• 91231-67-3 4,4,9-Trimethyl-4,4a-dihydro-naphtho[2,3-c]furan-1,3-dione 
• 53699-76-6 (Z)-isopropylidene(phenylethylidene)succinic anhydride 

Relevant academic research and scientific papers

One-Step Synthesis of Fulgides by Palladium-catalyzed Carbonylation of Substitued 2-Butyne-1,4-diols

The reaction of carbon monoxide with substitued 2-butyne-1,4-diols by Pd(OAc)2/I2 catalyst gives derivatives of dimethylenesuccinic anhydride, "fulgides", in high yields.

A convenient method for conversion of the Z-isomer to the E-isomer from a mixture containing both isomers of fulgides

A new method for the conversion of the Z-isomer of unsymmetrical substituted bis-methylenesuccinic anhydrides, 'fulgides', to their geometrical E-isomers was achieved by heating the Z-isomer under reflux or a mixture of both isomers in pyridine to give the E-isomer in near quantitative yield.

Photochromic Heterocyclic Fulgides. Part 6. Base-catalysed Cyclizations of 1-(2,5-Dimethyl-3-furyl and 2,5-Dimethyl-3-thienyl)ethylidene(isopropylidene)succinic Anhydrides and Related Compounds

The title fulgides 1a and 3a (X = O or S) rearrange in boiling pyridine to yield deep red cis-8,8a-dihydro-2,4,7,8a-tetramethyl-7H-cyclohepta-furan and -thiophene-5,6-dicarboxylic anhydrides 6a (X = O or S) respectively.The corresponding 2-thienyl fulgide 8 undergoes a similar rearrangement but with a subsequent 1,5-shift of its 3-hydrogen to give the colourless cis-5,6-dihydro-5,8-dimethyl-4H-cycloheptathiophene-6,7-dicarboxylic anhydride 11.The 3-thienylfulgide 1d (X = S) undergoes a similar rearrangement to yield the colourless trans-7,8-dihydro-4,7-dimethyl-6H-cycloheptathiophene-5,6-dicarboxylic anhydride 7. 3-Methyl-5,5-diphenylcyclohepta-1(7),2-diene-1,2-dicarboxylic anhydride 13 is obtained in an analogous reaction from (E)-3,3-diphenylallylidene(isopropylidene)succinic anhydride 12.Structural assignments are based on NMR studies.The mechanistic implications of the reactions are discussed.