Sonogashira cross-coupling in iodo-containing 2-aryloxazolines

Abstract

Aryloxazolines represents potential building blocks in the synthesis of precursors of ESIPT-active sensors. Here we describe the Sonogashira cross-coupling reaction between iodo-containing 2-aryloxazolines and terminal alkynes. The reaction occurs under mild conditions and a range of alkynes was employed leading the formation of a small library of functionalized aryloxazolines.

GRAPHICAL ABSTRACT

KEYWORDS:

• Alkyne
• cross-coupling
• oxazoline
• palladium
• Sonogashira

Acknowledgments

The authors gratefully acknowledge financial support from the São Paulo Research Foundation (FAPESP 2016/02392-1 to JSR, FAPESP 2017/24821-4 to HAS) and The National Council for Scientific and Technological Development (CNPq) for fellowship (306119/2014-5 to HAS, 308480/2016-3 to IC; 303207/2017-5 to J.Z-S). Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - Brasil (CAPES) - Finance Code 001. Professor Regina H. A. Santos from IQSC-USP for the X-ray data collection.

Supplementary material

Supplementary data (general, procedures, and spectroscopy) to this article can be found online.

Additional information

Funding

The present work was supported financially by Fundação de Amparo à Pesquisa do Estado de São Paulo.