Abstract
Stable and easily accessible N -aroylbenzotriazoles react with indoles in the presence of a base to afford the corresponding N -aroylindoles in yields averaging 70%. This method is effective even when both coupling reagents possess electron-donating substituents.
Key words
N -aroylbenzotriazoles - indoles -
N -aroylindoles - electron-donating substituents
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Crystal data for 3f : C17 H15 NO3 , MW 281.30, monoclinic, space group Cc, a = 15.1850 (14), b = 4.3143 (4), c = 21.398 (2) Å, β = 103.703 (3)°, V = 1362.0(2) Å3 , F(000) = 592, Z = 4, T = -170 °C, µ (MoKα) = 0.095 mm-1 , Dcalcd = 1.372 g.cm-3 , 2θmax 50° APEX II CCD area detector, MoKα radiation, SHELXS and SHELXL, GOF = 1.08, wR (F2 ) = 0.074 (all 2244 data), R = 0.029 (2039 data with I > 2σI). CCDC # 639667. Copies of the crystal data can be obtained free of charge from CCDC, 12, Union Road, Cambridge CB2 1EZ, UK; fax: + 44 1223 336 033; e-mail: deposit@ccdc.cam.ac.uk.