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Synfacts 2010(11): 1294-1294  
DOI: 10.1055/s-0030-1258720
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Preparation of Indolizines via Palladium-Catalyzed Cycloisomerization

Contributor(s): Paul Knochel, Thomas Kunz
H. Kim, K. Lee, S. Kim*, P. H. Lee*
Kangwon National University, Chuncheon, Republic of Korea; Nanyang Technological University, Singapore
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Publication History

Publication Date:
21 October 2010 (online)

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Significance

This work discloses a one-pot preparation of indolizines via a tandem cross-­coupling and cycloisomerization. The organo­indium reagent is generated in situ from propargyl bromides. The authors propose that after the cross-coupling step, the cycloisomerization of the intermediate allenylpyridine occurs by the attack of the nitrogen atom with a 5-endo mode.