Organic Chemistry Portal



The Decarboxylative Blaise Reaction

Jae Hoon Lee, Bo Seung Choi, Jay Hyok Chang, Hee Bong Lee, Joo-Yong Yoon, Jaeick Lee and Hyunik Shin*

*Chemical Development Division, LG Life Sciences, Ltd./R&D, 104-1, Moonji-dong, Yusong-gu, Daejeon 305-380, Korea, Email:

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.

DOI: 10.1021/jo701743m


Reaction of aryl nitriles with potassium ethyl malonate in the presence of zinc chloride and a catalytic amount of Hünig's base provided β-amino acrylates in moderate to good yield. Compared to the classical Blaise reaction, this reaction is safer, devoid of lachrymatory reagent, and is possible with less zinc chloride.

see article for more examples

proposed mechanism

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

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

Key Words

Blaise Reaction, β-enamino esters

ID: J42-Y2007-4190