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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:

J. Kuang, S. Ma, J. Org. Chem., 2009, 74, 1763-1765.

DOI: 10.1021/jo802391x


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.

Efficient Synthesis of Optically Active 2,3-Allenols via the Simple CuBr-Mediated Reaction of Optically Active Propargylic Alcohols with Paraformaldehyde

S. Ma, H. Hou, S. Zhao, G. Wang, Synthesis, 2002, 1643-1645.

Key Words


ID: J42-Y2009-0600