Chemistry: Faculty Publications (1990-2023)
Keto Furanylidene Building Blocks from Silyl Ethers of Monoalkynylated β- Keto Carbonyls with Iron(III) Chloride Hexahydrate-Iodine
Document Type
Article
Publication Date
2012
Publication Title
Heterocyclic Communications
DOI
10.1515/hc-2012-0069
ISSN
2191-0197
Abstract
Keto furanylidene building blocks are synthesized from the unique silyl ethers of monoalkynylated β-keto carbonyls. The procedure consists of a desilylation, cyclization, and alkyne hydration facilitated by either a one-pot reaction with iron(III) chloride hexahydrate-iodine or a two-step procedure with tosylic acid and gold(I) chloride. Notably, the hydration of the terminal alkyne with iron(III) chloride hexahydrate-iodine reagent is a safer and new alternative to the use of mercury(II) salts.
Recommended Citation
Garner, Brittany, Kristina Deveaux, Laura Gessner, Julia Trossarello, Shuting Dai, James W. Morgan, Karelle Aiken.
2012.
"Keto Furanylidene Building Blocks from Silyl Ethers of Monoalkynylated β- Keto Carbonyls with Iron(III) Chloride Hexahydrate-Iodine."
Heterocyclic Communications, 18 (4): 181-187: De Gruyter.
doi: 10.1515/hc-2012-0069 source: https://www.degruyter.com/view/j/hc.2012.18.issue-4/hc-2012-0069/hc-2012-0069.xml
https://digitalcommons.georgiasouthern.edu/chem-facpubs/4
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