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Volumn 36, Issue 7, 2007, Pages 942-943

Cation-exchange resin as efficient, cost-effective and recyclable catalyst for the synthesis of 3-propargylindoles

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EID: 34547222411 PISSN: 03667022 EISSN: None Source Type: Journal
DOI: 10.1246/cl.2007.942 Document Type: Article

Times cited : (9)

References (25)

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- General procedure. A mixture of indole (1.0 mmol, 1,3-diphenyl-2- propynyl acetate (1.0 mmol, and Amberlyst A-15® (0.5 g) in acetonitrile (5mL) was stirred at 80°C for the appropriate time (Table 1, After completion of the reaction as indicated by TLC, the reaction mixture was diluted with water and extracted with ethyl acetate (2 × 10 mL, The combined organic layers were dried over anhydrous Na2SO4, concentrated in vacuo and purified by column chromatography on silica gel (Merck, 100-200 mesh, ethyl acetate-hexane, 2:8) to afford pure 3-propargylated indole. 3C: 3-(1,3-diphenyl-2-propynyl)-5-nitro-1H-indoIe: solid, mp 110-113°C, IR (KBr, v 3410, 2923, 2853, 1622, 1517, 1466, 1331, 1098, 755, 695 cm-1. 1H NMR (200 MHz, CDCl3, δ 5.44 (s, 1H, 7.19-7.37 (m, 8H, 7.44-7.51 (m, 4H, 8.10 (dd, 1H, 7, 2.45, 9.44 Hz, 8.31 (brs, 1H, 8.63 (d, 4H, J, 1.7Hz).13C NMR 50 MHz, CDCl
- + 280.

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