73164-69-9Relevant articles and documents
Gold-catalyzed annulations of: N -aryl ynamides with benzisoxazoles to construct 6 H -indolo[2,3- b] quinoline cores
Tsai, Meng-Han,Wang, Cheng-Yu,Kulandai Raj, Antony Sekar,Liu, Rai-Shung
supporting information, p. 10866 - 10869 (2018/10/02)
This work reports new annulations of N-aryl ynamides with benzisoxazoles to form 6H-indolo[2,3-b]quinoline derivatives. The synthetic utility of this new method is manifested by its applicability to access naturally occurring alkaloids including norcryptotackeine, neocryptolepine and 11-methylneocryptol-epine. Our experimental data indicate that higherature conditions allow N-aryl nucleophiles to become conformationally flexible, rendering the attack at gold carbenes effective to generate reactive indoles that attack again the benzaldehyde to furnish the observed products.