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Efficient Assembly of Chromone Skeleton from 2,3-Allenoic Acids and Benzynes

Guobi Chai, Youai Qiu, Chunling Fu and Shengming Ma*

*Laboratory of Molecular Recognition and Synthesis, Department of Chemistry, Zhejiang University, Hangzhou 310027, Zhejiang, P. R. China, Email:

G. Chai, Y. Qiu, C. Fu, S. Ma, Org. Lett., 2011, 13, 5196-5199.

DOI: 10.1021/ol202076c

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Chromone derivatives were synthesized from 2,3-allenoic acids and benzynes in good yields under mild conditions. The benzyne intermediate undergoes 1,2-addition with the carbonyl group, followed by ring opening, conjugate addition, and protonolysis to afford chromone derivatives. This protocol allows the diversity due to the substituent-loading capability of 2,3-allenoic acids as well as benzynes.

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Key Words


ID: J54-Y2011-2880