Synthetic Communications p. 197 - 204 (2009)
Update date:2022-09-26
Topics:
Jiang, Yong
Gao, Botao
Huang, Wenjuan
Liang, Yongmin
Huang, Guosheng
Ma, Yongxiang
A simple, convenient, and efficient one-pot method for the preparation of benzofuran is reported. Sonogashira coupling reaction of aryl iodides with 2-methyl-3-butyn-2-ol was used as an acetylene source in the presence of Pd(PPh3)2Cl2 and CuI. Deprotection of the acetylene moiety in the same pot using a strong base and the second Sonogashira coupling/cyclization of and substituted o-iodophenols led to the formation of the appropriate benzo[b]furans. These protocols also can be used in the synthesis of natural products and indoles. Copyright Taylor & Francis Group, LLC.
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