Copper-catalyzed (4+1) and (3+2) cyclizations of iodonium ylides with alkynes

Hao Liang; Xiaobo He; Yaqi Zhang; Bin Chen; Jia-sheng Ouyang; Yongsu Li; Bendu Pan; Chitreddy V. Subba Reddy; Wesley Ting Kwok Chan; Liqin Qiu

doi:10.1039/D0CC04373G

Copper-catalyzed (4+1) and (3+2) cyclizations of iodonium ylides with alkynes†‡

Hao Liang,^a Xiaobo He,^a Yaqi Zhang,^a Bin Chen,^a Jia-sheng Ouyang,^a Yongsu Li,^a Bendu Pan,^a Chitreddy V. Subba Reddy,^a Wesley Ting Kwok Chan^b and Liqin Qiu

*^a

Author affiliations

* Corresponding authors

^a School of Chemistry, The Key Laboratory of Low-Carbon Chemistry & Energy Conservation of Guangdong Province, Sun Yat-Sen University, Guangzhou 510275, People's Republic of China
E-mail: qiuliqin@mail.sysu.edu.cn

^b Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hong Kong, People's Republic of China

Abstract

The copper(II)-catalyzed (4+1) cyclizations and copper(I)-catalyzed (3+2) cycloadditions of iodonium ylides and alkynes were successfully developed by employing efficient and safe iodonium ylides instead of traditional diazo compounds. Highly functionalized dimethyl (E)-3-benzylideneindoline-2,2-dicarboxylates and methyl 5-(2-hydroxyphenyl)-2-methoxy-4-phenylfuran-3-carboxylates were conveniently prepared in moderate to excellent yields. The possible reaction mechanisms were also discussed.

Chemical Communications

Copper-catalyzed (4+1) and (3+2) cyclizations of iodonium ylides with alkynes†‡

Abstract

Supplementary files

Article information

Download Citation

Permissions

Copper-catalyzed (4+1) and (3+2) cyclizations of iodonium ylides with alkynes

Social activity

Search articles by author

Spotlight

Advertisements