Pd-Catalyzed Intramolecular Cyclization via Direct C-H Addition to Nitriles: Skeletal Diverse Synthesis of Fused Polycyclic Indoles

Org Lett. 2016 Oct 7;18(19):5002-5005. doi: 10.1021/acs.orglett.6b02460. Epub 2016 Sep 14.

Abstract

The first example of Pd-catalyzed intramolecular C-H addition of indoles bearing cyanohydrin components at the C(3), C(2), and N(1) positions to nitriles is described. A wide range of functionalized partially saturated carbazoles, tetrahydropyrido[1,2-a]indole, and carbazoles can be prepared in good to excellent yields under the optimal conditions. In addition, fused polycyclic indoles with seven- or eight-membered rings can also be formed smoothly.

Publication types

  • Research Support, Non-U.S. Gov't