31224-76-7Relevant articles and documents
Application of 2-substituted ethyl isothiocyanates and 2-aminothiols in the synthesis of the analogs of indole phytoalexin camalexin
Dzurilla, Milan,Ruzinsky, Martin,Kutschy, Peter,Tewari, Jalpa P.,Kovacik, Vladimir
, p. 1448 - 1456 (1999)
Treatment of (indol-1-yl)magnesium bromide or iodide with 2-bromoethyl isothiocyanate afforded 1-(4,5-dihydrothiazol-2-yl)indole (6). Analogous reaction with 2,2-dimethoxyethyl isothiocyanate led to corresponding 1-thiocarbamoylindole derivative (7), which was cyclized to 1-(5-methoxy-4,5-dihydrothiazol-2-yl)indole (8) by treatment with boron trifluoride etherate. New analogs of camalexin, namely 4′,5′-dihydrocamalexin (12) and benzocamalexin (14) were prepared by cyclocondensation reaction of 1-(tert-butoxycarbonyl)indole-3-carbaldehyde with cysteamine and 2-aminobenzenethiol. Antifungal activity of the prepared compounds was studied, using the fungi Alternaria brassicae and Alternaria brassicicola.
Camphor sulfonic acid catalyzed a simple, facile, and general method for the synthesis of 2-arylbenzothiazoles, 2-arylbenzimidazoles, and 3H-spiro[benzo[d]thiazole-2,3′-indolin]-2′-ones at room temperature
Kaur, Gurpreet,Moudgil, Radha,Shamim, Mussarat,Gupta, Vivek Kumar,Banerjee, Bubun
supporting information, p. 1100 - 1120 (2021/01/20)
A simple, mild, eco-friendly, general, and convenient approach has been developed for the synthesis of structurally diverse 2-arylbenzothiazole derivatives from the reactions of 2-aminothiophenol and various aromatic aldehydes using camphor sulfonic acid
Oxidative NHC catalysis for base-free synthesis of benzoxazinones and benzoazoles by thermal activated NHCs precursor ionic liquid catalyst using air as oxidant
Guan, Jiali,Liu, Wei,Liu, Yuchen,Song, Zhibin,Tao, Duan-Jian,Yan, Jieying,Yuan, Jian-Jun,Zhou, Youkang
, (2020/05/25)
A reusable thermal activated NHC precursor ionic liquid catalyst ([BMIm]2[WO4]) has been prepared and developed for the synthesis of nitrogen-containing heterocycles such as benzoxazinones and benzoazoles through imines activation. [BMIm]2[WO4] exhibited the good activity for the base-free condensation and oxidative NHC catalysis tandem under air atmosphere. The catalyst can be recovered and reused for at least five runs in gram scale synthesis without any decrease in catalytic activity. Furthermore, the control experiments demonstrated that the reaction involved formation of aromatic aldimines, NHC-catalyzed oxidative formation of imidoyl azoliums and intramolecular cyclization to generate the product.