128742-77-8Relevant articles and documents
2-Hydroxyindoline-3-triethylammonium Bromide: A Reagent for Formal C3-Electrophilic Reactions of Indoles
Abe, Takumi,Suzuki, Takuro,Anada, Masahiro,Matsunaga, Shigeki,Yamada, Koji
, p. 4275 - 4278 (2017)
A novel indole-2,3-epoxide equivalent, 2-hydroxyindoline-3-triethylammonium bromide, was found to be a convenient reagent for formal C3-electrophilic reactions of indoles with various nucleophiles. By taking advantage of the nucleophilic character of the
Enantioselective Syntheses of Strychnos and Chelidonium Alkaloids through Regio- and Stereocontrolled Cooperative Catalysis
Fyfe, James W. B.,Hutchings-Goetz, Luke S.,Snaddon, Thomas N.,Yang, Chao
, p. 17556 - 17564 (2020/08/14)
We describe enantioselective syntheses of strychnos and chelidonium alkaloids. In the first case, indole acetic acid esters were established as excellent partner nucleophiles for enantioselective cooperative isothiourea/Pd catalyzed α-alkylation. This provides products containing indole-bearing stereocenters in high yield and with excellent levels of enantioinduction in a manner that is notably independent of the N-substituent. This led to concise syntheses of (?)-akuammicine and (?)-strychnine. In the second case, the poor performance of ortho-substituted cinnamyl electrophiles in the enantioselective cooperative isothiourea/Ir catalyzed α-alkylation was overcome by appropriate substituent choice, leading to enantioselective syntheses of (+)-chelidonine, (+)-norchelidonine, and (+)-chelamine.
Synthesis and biological evaluation of benzothiazole incorporated 1-phenylsulfonylindole-3-acetamide derivatives
Sharma, Prince P.,Roy, Ram K.,Anurag,Verma, Krishan
, p. 2878 - 2880 (2012/07/28)
Indole-3-acetic acid was esterified to give methyl ester (2), which was treated with substituted aromatic sulphonyl chloride in alkaline media to give 2-[1-(phenyl sufonyl-1H-indole-3-yl]methyl acetate (3). Further the compound 3 was converted to acid (4). Finally compound 4 was coupled with 6-substituted benzothiazole-2-amines by means of EDC to give acetamide derivatives (5a-i). The structures of the newly synthesized compounds have been established by analytical and spectral methods. These compounds have also been screened for analgesic activity.