132268-96-3Relevant academic research and scientific papers
Elimination Reactions of Terminal β-Oxy Selenoxides. Synthesis of Aryl and Vinyl Enol Ethers and of Furans, Oxazoles, and Thiazoles
Tiecco, Marcello,Testaferri, Lorenzo,Tingoli, Marco,Marini, Francesca
, p. 1349 - 1354 (2007/10/02)
Elimination reactions of terminal selenoxides holding an alkoxy group in the β-position, RCH(OR)CH2SeOPh, are usually difficult and can give rise to complex reaction mixtures.We report that these reactions take place more easily whenever the oxygen atom is linked to an unsaturated group (-CH=CHR, -Ar, -CR=O, -CH=NR).These selenoxides are easily available, and the elimination reaction was employed to effect useful syntheses of both open-chain and cyclic aryl and vinyl enol ethers.Moreover, by simple isomerization with acids or bases the cyclic derivatives can be transformed into the corresponding furans.The same procedure has been employed to synthesize substituted oxazoles and thiazoles also.
I2-INDUCED ENOLETHERIFICATION OF α-ALLYL SUBSTITUTED β-KETO SULFONES; A ROUTE TO 3-PHENYLSULFONYL-2,5-DISUBSTITUTED FURANS
Lee, Joe Wook,Oh, Dong Young
, p. 1417 - 1421 (2007/10/02)
Iodine-induced enoletherification of α-allyl substituted β-keto sulfones leads to 4,5-dihydro-5-iodomethylfurans which are readily converted to 3-phenylsulfonyl-2,5-disubstituted furans.
