Copper-Catalyzed Coupling Reactions of Cyclobutanone Oxime Esters with Sulfur Nucleophiles at Room Temperature
In: The Journal of organic chemistry, Jg. 83 (2018-12-01), Heft 24
Online
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Zugriff:
A copper-catalyzed iminyl radical-mediated C–C bond cleavage/cross-coupling tandem reaction of cyclobutanone oxime esters with aryl thiols in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) at room temperature was developed, and aryl cyanopropyl sulfides were smoothly synthesized in 20–88% yields. By altering the copper reagent and the molar ratio of cyclobutanone oxime ester/aryl thiol/DBU, substitutional product N-arylthio cyclobutanone imines were selectively generated in 50–91% yields. Using this protocol, C–S bond and N–S bond formations using aryl thiols as sulfur sources were realized under very mild conditions without the use of photocatalysis and electrocatalysis techniques.
Titel: |
Copper-Catalyzed Coupling Reactions of Cyclobutanone Oxime Esters with Sulfur Nucleophiles at Room Temperature
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Autor/in / Beteiligte Person: | Yan, Zhaohua ; He, Mingchuang ; Zhu, Fuyuan ; Lin, Sen |
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Zeitschrift: | The Journal of organic chemistry, Jg. 83 (2018-12-01), Heft 24 |
Veröffentlichung: | 2018 |
Medientyp: | unknown |
ISSN: | 1520-6904 (print) |
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