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Atom-Economical Chemoselective Synthesis of 1,4-Diynes and Polysubstituted Furans/Pyrroles from Propargyl Alcohols and Terminal Alkynes

Tao Wang, Xin-liang Chen, Li Chen and Zhuang-ping Zhan*

*Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, Fujian, P. R. China, Email: zpzhanxmu.edu.cn

T. Wang, X.-l. Chen, L. Chen, Z.-p. Zhan, Org. Lett., 2011, 13, 3324-3327.

DOI: 10.1021/ol201054z (free Supporting Information)


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Abstract

Under different conditions, the reaction of propargyl alcohols and terminal alkynes leads to the selective formation of 1,4-diynes and polysubstituted furans/pyrroles. Water is the only byproduct in the atom economic, selective synthesis of 1,4-diynes and pyrroles, whereas the synthesis of furans is fully atom economic.


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Key Words

Propargylations, Alkynylations, Furans


ID: J54-Y2011-1860