New Insecticidal Agents from Halogenation/Acylation of the Furyl-Ring of Fraxinellone | Zendy

Yong Guo | Zendy; Ruige Yang | Zendy; Hui Xu | Zendy

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New Insecticidal Agents from Halogenation/Acylation of the Furyl-Ring of Fraxinellone

Author(s) -

Yong Guo,

Ruige Yang,

Hui Xu

Publication year - 2016

Publication title -

scientific reports

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.24

H-Index - 213

ISSN - 2045-2322

DOI - 10.1038/srep35321

Subject(s) - halogenation , ring (chemistry) , steric effects , chemistry , halogen , acylation , reagent , stereochemistry , medicinal chemistry , organic chemistry , catalysis , alkyl

of the halogen atom or the acyl group at the C-ring of fraxinellone was investigated. Some unexpected halogenation products were obtained with the different chlorination/bromination reagents, and their possible reaction mechanisms were also proposed. Seven key steric structures of 2a’, 2b, 2b’, 2c’, 3a, 3b, and one isomer (5’α-Cl) of 2a were further confirmed by single-crystal X-ray diffraction. Especially compounds 2a, 2a’, 3a and 3c exhibited more potent insecticidal activity than toosendanin. Some structure-activity relationships of tested compounds were also described.

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