Cp*CoIII -Catalyzed Bis-isoquinolone Synthesis by C-H Annulation of Arylamide with 1,3-Diyne

Malay Sen; Rajib Mandal; Ashis Das; Deepti Kalsi; Basker Sundararaju

doi:10.1002/chem.201704155

Cp*Co^III -Catalyzed Bis-isoquinolone Synthesis by C-H Annulation of Arylamide with 1,3-Diyne

Chemistry. 2017 Dec 11;23(69):17454-17457. doi: 10.1002/chem.201704155. Epub 2017 Nov 23.

Authors

Malay Sen¹, Rajib Mandal¹, Ashis Das¹, Deepti Kalsi¹, Basker Sundararaju¹

Affiliation

¹ Fine Chemical Laboratory, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, Uttar Pradesh, India.

PMID: 29105199
DOI: 10.1002/chem.201704155

Abstract

Cp*Co^III -catalyzed highly regioselective mono- and bis-annulation of arylamides with 1,3-diynes using N-OMe as an internal oxidant is demonstrated. This atom-economical transformation does not require any external oxidant and tolerates many functional groups. Various symmetrical and unsymmetrical heterocycles (homo and hetero) are accessed with predictable regio- and chemoselectivity.

Keywords: annulation; cobalt(III); heterocycles; internal oxidant; isoquinolone.