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

Molybdenum(v)-mediated cleavage of C(sp(2))-Se bond and C(sp(2))-H bond as well as intramolecular oxidative C(sp(2))-Se coupling reaction of phenylselenyl-functionalized arenes or heterocycles has been developed. Three kinds of benzoselenophene frameworks were constructed through this reaction with...

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Published in:Chemical communications (Cambridge, England) Vol. 59; no. 49; pp. 7599 - 7602
Main Authors: Zhang, Ming, Nian, Beifang, Wu, Zhibang, Guo, Jianhua, Chen, Zhuo, Yuan, Caifeng, Huang, Xuankun, Shen, Yiwen, Zhang, Hongbin, Tang, E.
Format: Journal Article
Language:English
Published: CAMBRIDGE Royal Soc Chemistry 15.06.2023
Subjects:
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ISSN:1359-7345, 1364-548X, 1364-548X
Online Access:Get more information
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Summary:Molybdenum(v)-mediated cleavage of C(sp(2))-Se bond and C(sp(2))-H bond as well as intramolecular oxidative C(sp(2))-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(sp(2))-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.
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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d3cc01119d