ChemInform Abstract: A Base‐Modulated Chemoselective Synthesis of 3‐Cyanoindoles or 4‐Cyanoquinolines Using a Palladium‐Catalyzed N‐Heterocyclization.

Abstract

A Base-Modulated Chemoselective Synthesis of 3-Cyanoindoles or 4-Cyanoquinolines Using a Palladium-Catalyzed N-Heterocyclization. -Depending on the absence or presence of DBU, cyanoalkenes (I) cyclize either to indole or quinoline derivatives (II) or (III). CO is employed as reducing agent. Alkenes bearing no nitrile moiety also afford the corresponding indoles under conditions A). Treatment of these alkenes under conditions B) or C) gives different results depending on the alkene substituent. -(BANINI, S. R.; TURNER, M. R.; CUMMINGS, M. M.; SOEDERBERG*, B. C. G.; Tetrahedron 67 (2011) 20, 3603-3611, http://dx.