Keto Furanylidene Building Blocks from Silyl Ethers of Monoalkynylated β- Keto Carbonyls with Iron(III) Chloride Hexahydrate-Iodine
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.
Garner, Brittany, Kristina Deveaux, Laura Gessner, Julia Trossarello, Shuting Dai, James W. Morgan, Karelle Aiken.
"Keto Furanylidene Building Blocks from Silyl Ethers of Monoalkynylated β- Keto Carbonyls with Iron(III) Chloride Hexahydrate-Iodine."
Heterocyclic Communications, 18 (4): 181-187.