Copper Catalyzed Intramolecular N-Arylation of Ketene Aminals at Room Temperature: Synthesis of 2-Amino-3-cyanoindoles

The Journal of Organic Chemistry
Annaram ThirupathiSaravanan Peruncheralathan

Abstract

Various 2-amino-3-cyanoindoles are synthesized through copper catalyzed intramolecular N-arylations of ketene aminals at room temperature for the first time with 60-99% yields within 0.1-2 h. Controlled regioselective N-arylations of unsymmetrical ketene aminals are also studied. Further, a new double heteroannulation approach is demonstrated for the synthesis of 11-aminoindolo[2,3- b]quinolines from acyclic and nonheterocyclic precursors.

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Citations

Aug 17, 2020·Organic & Biomolecular Chemistry·Arpita ChatterjeeS Peruncheralathan
Nov 16, 2018·Organic Letters·Dmitry I BugaenkoAlexander V Karchava
Aug 24, 2021·ACS Omega·Anwesha BhattacharyaSaravanan Peruncheralathan

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