An Efficient Synthesis of Terminal Allenes from Terminal 1-Alkynes
Jinqiang Kuang and Shengming Ma*
*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, People's Republic of China, Email: masmmail.sioc.ac.cn
J. Kuang, S. Ma, J. Org. Chem., 2009, 74, 1763-1765.
DOI: 10.1021/jo802391x
Abstract
The reaction of 1-alkynes with Cy2NH and paraformaldehyde mediated by CuI (0.5 equiv) in refluxing dioxane produces terminal allenes in much higher yields than previously reported protocols and many functional groups such as mesylate, hydroxyl group, ether, amide, etc. are tolerated.
see article for more examples
One-Pot Synthesis of 1,3-Disubstituted Allenes from 1-Alkynes, Aldehydes, and Morpholine
J. Kuang, S. Ma, J. Am. Chem. Soc., 2010, 132, 1786-1787.
S. Ma, H. Hou, S. Zhao, G. Wang, Synthesis, 2002, 1643-1645.
Key Words
ID: J42-Y2009-0600