Synlett
DOI: 10.1055/s-0036-1588538
letter
© Georg Thieme Verlag Stuttgart · New York

N-Arylation of Heterocycles by a Tandem Aza-Michael Addition Reaction and Aromatization Sequence

Santhosh Kumar Chittimalla*, Srinuvasu Nakka, Manikandan Koodalingam, Chennakesavulu Bandi
  • Medicinal Chemistry Department, AMRI Singapore Research Centre, 61 Science Park Road, #05-01, The Galen, Science Park II, Singapore 117525, Singapore   Email: santhosh.chittimalla@amriglobal.com
Further Information

Publication History

Received: 02 June 2017

Accepted after revision: 13 July 2017

Publication Date:
17 August 2017 (eFirst)

Abstract

Cyclohexa-2,4-dien-1-one derivatives, upon reaction with N-heterocycles in the presence of scandium(III) triflate, underwent a tandem Michael addition reaction followed by aromatization of the ­Michael adduct generated in situ to give N-aryl heterocycles in good yields. Because of the ready accessibility of variously substituted cyclohexa-2,4-dien-1-ones, a range of N-aryl heterocycles have become available.

Supporting Information