27040-92-2Relevant academic research and scientific papers
Reactions of epoxides and episulfides with electrophilic halogens
Iranpoor, Nasser,Firouzabadi, Habib,Chitsazi, Maryam,Ali Jafari, Abbas
, p. 7037 - 7042 (2007/10/03)
A novel method is described for the conversion of epoxides into β-bromoformates using Ph3PBr2, Ph3P/N-bromosuccinimdes (NBS) and or Ph3P/2,4,4,6-tetrabromo-2,5-cyclohexadiene-1-one (TABCO) in DMF. Epoxides in the presence of Ph3P/I2 were converted into olefins immediately in excellent yields. The application of NBS, NCS, and TABCO as compounds carrying electrophilic halogens for the highly selective alcoholysis of epoxides and dimerization or alcoholysis dimerization of episulfides are also described.
Efficient reduction of organic compounds with sulfurated calcium borohydride [Ca(S3BH2)2], a new and stable modified borohydride reagent
Firouzabadi, Habib,Tamami, Bahman,Kiasat, Ali Reza
, p. 99 - 108 (2007/10/03)
Sulfurated Calcium, magnesium, and berelium horohydrides are prepared by metathetical reaction between NaBH2S3 and Ca, Mg, and Be chlorides in dry THF and the effect of metal cation exchange on their stability and reactivity has been presented. In this study we have shown that Ca(BH2S3)2 is much more stable and more reactive than its Mg, Be, and Na analogues. Ca(BH2S3)2can easily reduce carbonyl compounds such as aldehydes, ketones, acyloins, α-diketones, α-β-unsaturated carbonyl compounds, aroyl azides, and carboxylic acid chlorides to their corresponding alcohols in good to excellent yields. Epoxides are also effected by this reagent and produce their symmetrical dihydroxydisulfides in good yields.
Iodine and iodine supported on polyvinylpyrrolidone as catalysts and reagents for alcoholysis, hydrolysis, and acetolysis of epoxides and thiiranes
Iranpoor, Nasser,Tamami, Bahman,Niknam, Khodabakhsh
, p. 1913 - 1919 (2007/10/03)
Iodine and iodine supported on polyvinylpyrrolidone (betadine) have been used as catalysts for ring opening of epoxides and as reagent for ring-opening dimerization of thiiranes in alcohols, water, and acetic acid. The reactions occur with high regio-, chemo-, and stereoselectivity. The reaction of R-(+)-styrene oxide with I2 supported on PVP in methanol was found to be very stereospecific and the product was isolated in 93% ee.
