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: masm
sioc.ac.cn
G. Chai, Y. Qiu, C. Fu, S. Ma, Org. Lett., 2011, 13, 5196-5199.
DOI: 10.1021/ol202076c
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Abstract
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
