4.7 Article

Copper-Catalyzed Synthesis of S-S Bond-Containing Silanols from SCBs and Trisulfide-1,1-dioxides

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 88, Issue 13, Pages 7953-7961

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c02968

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An efficient method for the copper-catalyzed ring-opening hydrolysis of silacyclobutanes to silanols was developed in this study. This strategy offers the advantages of friendly reaction conditions, simple operation, and good functional group compatibility. It also allows for the introduction of S-S bonds into organosilanol compounds in a single step. The successful gram scale synthesis demonstrates the potential of this protocol for practical industrial applications.
In this work, an efficient methodfor the copper-catalyzed ring-openinghydrolysis of silacyclobutanes to silanols was developed. This strategyhas the advantages of friendly reaction conditions, simple operation,and good functional group compatibility. No additional additives arerequired in the reaction, and the S-S bond can also be introducedinto the organosilanol compounds in one step. Furthermore, the successat the gram scale demonstrates the great potential of the developedprotocol for practical industrial applications.

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