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Cycloaromatization Approach to Polysubstituted Indolizines from 2-Acetylpyrroles: Decoration of the Pyridine Unit

Jin Ho Lee and Ikyon Kim*

*College of Pharmacy and Yonsei Institute of Pharmaceutical Sciences, Yonsei University, 162-1 Songdo-dong, Yeonsu-gu, Incheon 406-840, Republic of Korea, Email: ikyonkimyonsei.ac.kr

J. H. Lee, I. Kim, J. Org. Chem., 2013, 78, 1283-1288.

DOI: 10.1021/jo302590a


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Abstract

Facile cycloaromatization of 2-acetylpyrrole derivatives enables a new synthetic route to indolizines with various substituents on the pyridine moiety. The resulting O-triflates permitted introduction of diverse substituents at the C8 position of an indolizine skeleton by Suzuki-Miyaura cross-coupling with (hetero)arylboronic acids.


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Key Words

Indolizines, Suzuki Coupling


ID: J42-Y2013-0400