Diversity-oriented synthesis of a chemical library based on a pyrrolo[1,2-a]pyrazine core is described by using palladium-catalyzed direct C6 arylation of pyrrolo[1,2-a]pyrazines with various aryl bromides. The starting materials, pyrrolo[1,2-a]pyrazines, were easily synthesized by the base-mediated N-alkylation of pyrrole-2-carboxaldehyde with several 2-bromoacetophenones followed by dehydrative cyclization with incorporation of nitrogen by the action of ammonium acetate. Introduction of other functional groups on this chemical scaffold is also discussed herein.
Bibliographical noteFunding Information:
This research was supported in part by Nano Material Technology Development Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology . We also thank Yonsei University for partial financial support of this work through the Yonsei University Global Specialization Project of 2014.
© 2014 Elsevier Ltd. All rights reserved.
All Science Journal Classification (ASJC) codes
- Drug Discovery
- Organic Chemistry