Synthesis 2015; 47(18): 2731-2737
DOI: 10.1055/s-0034-1380419
special topic
© Georg Thieme Verlag Stuttgart · New York

Metal-Free [3+2] Oxidative Coupling of Phenols with Alkenes: Synthesis of Dihydrobenzofurans

Yating Zhao
State Key Lab of Urban Water Resource and Environment, The Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin 150080, P. R. of China   eMail: xiawj@hit.edu.cn
,
Binbin Huang
State Key Lab of Urban Water Resource and Environment, The Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin 150080, P. R. of China   eMail: xiawj@hit.edu.cn
,
Chao Yang
State Key Lab of Urban Water Resource and Environment, The Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin 150080, P. R. of China   eMail: xiawj@hit.edu.cn
,
Bing Li
State Key Lab of Urban Water Resource and Environment, The Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin 150080, P. R. of China   eMail: xiawj@hit.edu.cn
,
Wujiong Xia*
State Key Lab of Urban Water Resource and Environment, The Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin 150080, P. R. of China   eMail: xiawj@hit.edu.cn
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Publikationsverlauf

Received: 11. März 2015

Accepted after revision: 14. April 2015

Publikationsdatum:
27. Mai 2015 (online)


Abstract

Herein, we demonstrated a benign and metal-free [3+2]-cycloaddition reaction using simple and readily available phenols and styrenes as substrates and sodium persulfate as an inexpensive and environmentally friendly oxidant for the direct synthesis of dihydrobenzofurans. This methodology was applied to the synthesis of corsifuran A in a single step.

Supporting Information