Molybdenum(V)-mediated switching of the C(sp2)–Se bond of phenylselenyl-functionalized arenes or heterocycles under mild conditions

Ming Zhang; Beifang Nian; Zhibang Wu; Jianhua Guo; Zhuo Chen; Caifeng Yuan; Xuankun Huang; Yiwen Shen; Hongbin Zhang; E. Tang

doi:10.1039/D3CC01119D

Molybdenum(v)-mediated switching of the C(sp²)–Se bond of phenylselenyl-functionalized arenes or heterocycles under mild conditions†

Ming Zhang,‡^a Beifang Nian,‡^a Zhibang Wu,^a Jianhua Guo,^a Zhuo Chen,^a Caifeng Yuan,^a Xuankun Huang,^a Yiwen Shen,^a Hongbin Zhang

*^a and E. Tang

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Medicinal Chemistry for Natural Resources, Ministry of Education and Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming, China
E-mail: tange@ynu.edu.cn

Abstract

Molybdenum(V)-mediated cleavage of C(sp²)–Se bond and C(sp²)–H bond as well as intramolecular oxidative C(sp²)–Se coupling reaction of phenylselenyl-functionalized arenes or heterocycles has been developed. Three kinds of benzoselenophene frameworks were constructed through this reaction with yields up to 94%. This new C(sp²)–Se bond-switching methodology may provide a new strategy for interesting applications of phenylselenyl-substituted aromatic compounds in the synthesis of selenium-containing heterocycles and natural products.

Chemical Communications

Molybdenum(v)-mediated switching of the C(sp²)–Se bond of phenylselenyl-functionalized arenes or heterocycles under mild conditions†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Molybdenum(V)-mediated switching of the C(sp²)–Se bond of phenylselenyl-functionalized arenes or heterocycles under mild conditions

Social activity

Search articles by author

Spotlight

Advertisements

Chemical Communications