171922-92-2

Upstream product

• 201230-82-2 carbon monoxide 
• 171922-94-4 5-methyl-2-<2-methyl-1-(4-tolylsulfonyl)-3-indolyl>-3-hexyne-2,5-diol 
• 171922-89-7 3-acetyl-2-methyl-1-(4-tolylsulfonyl)indole 
• 98-59-9 p-toluenesulfonyl chloride 
• 22582-52-1 3-acetyl-2-methylindole 
• 171922-91-1 (E)-3-isopropylidene-4-<1-<2-methyl-1-(4-tolylsulfonyl)-3-indolyl>ethylidene>-3,4-dihydro-2,5-furandione 

Downstream Products

• 171922-91-1 (E)-3-isopropylidene-4-<1-<2-methyl-1-(4-tolylsulfonyl)-3-indolyl>ethylidene>-3,4-dihydro-2,5-furandione 

Relevant academic research and scientific papers

Electronic Effects of Substituents on Indole Nitrogen on the Photochromic Properties of Indolylfulgides

The attempt to synthesize N-p-tolylsulfonylindolylfulgide by Stobbe condensation was unsuccessful because hydrolysis of the Stobbe-condensation product eliminated the sulfonyl moiety to give, after several steps, the N-unsubstituted fulgide.Pd(II)-catalyzed carbonylation of 2-butyne-1,4-diol derivative bearing the N-p-tolylsulfonylindole, however, afforded the desidered N-p-tolylsulfonylindolylfulgide.A comparison of absorption spectroscopic and photochromic properties of these fulgides with those of the known N-methylindolylfulgide gave the following results.The electron-withdrawing substituent on nitrogen (i) shortened the absorption maximum of the colored form, (ii) suppressed thermal E-Z isomerization, and (iii) enlarged quantum yields of photochromic reactions.