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research article
Synthesis of propargyl silanes from terminal alkynes via a migratory Sonogashira reaction
May 31, 2023
Herein we report a mild synthesis of propargyl silanes from terminal alkynes. We exploit a bromonaphthyl-substituted silane as a silylmethyl electrophile surrogate, which participates in a Sonogashira reaction after an aryl-to-alkyl Pd-migration. Twenty-seven propargyl silanes were obtained in up to 88% yield. The obtained products were versatile building blocks that can be used in addition to electrophiles, triple bond hydrogenation or silyl group cleavage with acid or fluoride sources.
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Name
CC2023_7931_GoldAccess.pdf
Type
publisher
Access type
openaccess
License Condition
CC BY
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8.34 MB
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Adobe PDF
Checksum (MD5)
09be34854c25592ee00b9a4ec92e85e1