Work

Synthesis of 2-BMIDA 6,5-bicyclic heterocycles by Cu( i )/Pd(0)/Cu( ii ) cascade catalysis of 2-iodoaniline/phenols

Year: 2016

Type: article

Abstract: A one-pot cascade reaction for the synthesis of 2-BMIDA 6,5-bicyclic heterocycles has been developed using Cu(i)/Pd(0)/Cu(ii) catalysis. 2-Iodoanilines and phenols undergo a Cu(i)/Pd(0)-catalyzed Sonogashira reaction with ethynyl BMIDA followed by in situ Cu(ii)-catalyzed 5-endo-dig cyclization to generate heterocyclic scaffolds with a BMIDA functional group in the 2-position. The method provides efficient access to borylated indoles, benzofurans, and aza-derivatives, which can be difficult to access through alternative methods.

Source: Chemical Communications

DOI: 10.1039/c6cc04554e

Authors: Ciaran P. Seath, Kirsty L. Wilson, Angus Campbell, Jenna M. Mowat, Allan J. B. Watson

Institution: University of Strathclyde

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: Carnegie Trust for the Universities of Scotland

OpenAlex ID: W2442020244