112475-54-4

Upstream product

• 40899-71-6 1-benzenesulfonylindole 
• 106-95-6 allyl bromide 
• 99275-44-2 2-iodo-1-(phenylsulfonyl)-1H-indole 

Downstream Products

• 752212-04-7 1-(2-allyl-1-benzenesulfonyl-1H-indol-3-yl)-pent-4-en-1-ol 
• 752212-03-6 1-(2-allyl-1-benzenesulfonyl-1H-indol-3-yl)-but-3-en-1-ol 
• 752212-02-5 1-(2-allyl-1-benzenesulfonyl-1H-indol-3-yl)-prop-2-en-1-ol 
• 752212-13-8 2-allyl-3-[(N-allyl-N-tosylamino)methyl]-1-(phenylsulfonyl)indole 
• 752212-12-7 2-allyl-3-[(N-allyl-N-tert-butoxycarbonylamino)-methyl]-1-(phenylsulfonyl)indole 
• 752212-11-6 allyl-(2-allyl-1-benzenesulfonyl-1H-indol-3-ylmethyl)-amine 

Relevant academic research and scientific papers

Magnesiation of indoles with magnesium amide bases

1-Substituted indole derivatives are deprotonated with Hauser bases (R2NMgBr) or magnesium diamide [(R2N)2-Mg] to give magnesioindoles which are then reacted with electrophiles.

Stereoselective synthesis of (+)-aspidofractinine

(Chemical Equation Presented) We describe the synthesis of (+)-aspidofractinine, the enantiomer of a naturally occurring alkaloid of the kopsane family. Key features of the synthesis include a stereospecific cyanate to isocyanate rearrangement on a chiral scaffold, a ring-closing alkene metathesis to cleave the chiral auxiliary, and a chemoselective cyclopropanation to introduce the quaternary carbon at position 7 of aspidofractinine.

The synthesis of 2- and 3-aryl indoles and 1,3,4,5-tetrahydropyrano[4,3-b]indoles and their antibacterial and antifungal activity

A series of 2- and 3-aryl substituted indoles and two 1,3,4,5-tetrahydropyrano[4,3-b]indoles were synthesized from indole and 5-methoxyindole. The 2-aryl indoles were synthesized from the 1-(phenylsulfonyl)indole derivatives using magnesiation followed by iodination. The 2-iodinated compounds were then subjected to Suzuki-Miyaura reactions. In addition, the 3-aryl indoles were made from the corresponding 3-bromoindoles using Suzuki-Miyaura reactions. The 1,3,4,5-tetrahydropyrano[4,3-b]indoles were also synthesized from 1-(phenylsulfonyl)indole by magnesiation followed by treatment with allylbromide. The product was then converted into [2-allyl-1-(phenylsulfonyl)-1H-indol-3-yl]methanol which upon exposure to Hg(OAc)2 and NaBH4 afforded tetrahydropyrano[4,3-b]indoles. A number of the 2- and 3-aryl indoles displayed noteworthy antimicrobial activity, with compound 13a displaying the most significant activity (3.9 μg/mL) against the Gram-positive micro-organism Bacillus cereus.

One-pot synthesis of bicyclic β-alkoxy amides from cyanohydrin ethers

In this manuscript we report that Intramolecular Friedel-Crafts alkylation reactions of aryl-substituted a-alkoxy acylimines proceed in the presence of mild Lewis acids to afford bicyclic β-alkoxy amides. The intermediate acylimines are prepared through c

Preparation and reactions of lithium indolyl(dimethyl)zincates

Lithium indol-3-yl(dimethyl)zincates, prepared by halogen-zinc exchange of 3-iodo-1-phenylsulfonylindoles with lithium trimethylzincate, reacted with benzaldehyde to give the corresponding alcohols.