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Tandem Blaise-Alkenylation with Unactivated Alkynes: One-Pot Synthesis of α-Vinylated β-Enaminoesters from Nitriles

Yu Sung Chun, Young Ok Ko, Hyunik Shin and Sang-gi Lee*

*Department of Chemistry and Nano Science (BK21), Ewha Womans University, Seoul 120-750, Korea, Email: sanggiewha.ac.kr

Y. S. Chun, Y. O. Ko, H. Shin, S.-g. Lee, Org. Lett., 2009, 11, 3414-3417.

DOI: 10.1021/ol901241s (free Supporting Information)


Abstract

The in situ generated Blaise reaction intermediate, a zinc bromide complex of β-enaminoester, reacts with various alkynes under mild conditions to afford α-vinylated β-enaminoesters in good to excellent yields.


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The Decarboxylative Blaise Reaction

J. H. Lee, B. S. Choi, J. H. Chang, H. B. Lee, J.-Y. Yoon, J. Lee, H. Shin, J. Org. Chem., 2007, 72, 10261-10263.


Key Words

Blaise Reaction, β-enamino esters, dienes


ID: J54-Y2009-2360