Synthesis of 4-Sulfenyl Isoxazoles through AlCl3-Mediated Electrophilic Cyclization and Sulfenylation of 2-Alkyn-1-one O-Methyloximes.

doi:10.1021/acs.joc.9b00256

Paper

Synthesis of 4-Sulfenyl Isoxazoles through AlCl3-Mediated Electrophilic Cyclization and Sulfenylation of 2-Alkyn-1-one O-Methyloximes.

Published Mar 13, 2019 · Wenchao Gao, Yu-Fei Cheng, Hong‐Hong Chang

The Journal of organic chemistry

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Abstract

An efficient method for the synthesis of 4-sulfenyl isoxazoles has been developed via AlCl3-mediated electrophilic cyclization/sulfenylation of 2-alkyn-1-one O-methyloximes. Remarkably, N-arylsulfanylsuccinimides are employed as electrophiles for the construction of 4-arylsulfanyl isoxazoles, and 4-alkylsulfanyl isoxazoles are accessed with dialkyl disulfides as electrophiles.

Study Snapshot

This study developed an efficient method for synthesis of 4-sulfenyl isoxazoles using AlCl3-mediated electrophilic cyclization/sulfenylation of 2-alkyn-1-one O-methyloximes, using N-arylsulfanylsuccinimi

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Synthesis of 4-Sulfenyl Isoxazoles through AlCl3-Mediated Electrophilic Cyclization and Sulfenylation of 2-Alkyn-1-one O-Methyloximes.

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References

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Recent synthetic approaches have improved the synthesis and functionalization of functionalized isoxazoles, focusing on 1,3-dipolar cycloaddition, condensation, cycloisomerization, and direct functionalization.

AlCl3-Catalyzed Intramolecular Cyclization of N-Arylpropynamides with N-Sulfanylsuccinimides: Divergent Synthesis of 3-Sulfenyl Quinolin-2-ones and Azaspiro[4,5]trienones.

AlCl3-catalyzed intramolecular cyclization of N-arylpropynamides with N-sulfanylsuccinimides leads to diverse synthesis of 3-sulfenyl quiolin-2-ones and azaspiro[4,5]trien

Citations

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