Journal
ORGANIC LETTERS
Volume 17, Issue 21, Pages 5276-5279Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b02645
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Funding
- JSPS [26410108, 26293001]
- MEXT [25105701]
- Grants-in-Aid for Scientific Research [25105701, 26410108, 26293001] Funding Source: KAKEN
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By using a strained four-membered ring disilane (3,4-benzo-1,1,2,2-tetraethyldisilacyclobutene) and CsF, a wide range of aryl, alkenyl, alkynyl, benzyl, allyl, and alkyl halides was successfully carboxylated under an ambient CO2 atmosphere (CO2 balloon) at room temperature within 2 h. In this carboxylation, a highly reactive silyl anion, which is generated from the disilane and CsF, is a key to facilitating the formation of a carbanion equivalent. The resulting anionic species can be trapped with CO2 to produce carboxylic acids with high efficiency.
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