- Aminopropyl silica gel supported iodine as catalyst in nucleophilic ring opening of epoxides and episulfides
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Silica gel functionalized by aminopropyl group was prepared. Iodine was then supported on this inorganic polymer and used as a stable and efficient heterogeneous catalyst for nucleophilic ring opening reactions of epoxides and episulfides in different nucleophilic solvents such as alcohols, water and acetic acid.
- Tamami,Iranpoor,Mahdavi
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p. 1251 - 1258
(2007/10/03)
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- Reactions of epoxides and episulfides with electrophilic halogens
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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.
- Iranpoor, Nasser,Firouzabadi, Habib,Chitsazi, Maryam,Ali Jafari, Abbas
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p. 7037 - 7042
(2007/10/03)
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- Highly efficient, regio- and stereoselective ring opening of epoxides and thiiranes with Ce(OTf)4
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Ceric triflate, Ce(OTf)4 is used as an efficient catalyst for ring opening of epoxides in the presence of alcohols, water, and acetic acid. The reactions proceed with high regio and stereoselectivity and in excellent yields. The reaction of R(+) styrene oxide with methanol occurs with excellent optical purity. Ring opening of thiiranes in alcohols, water and acetic acid followed by dimerisation to the corresponding disulfides occur efficiently in the presence of this reagent. A mild method for the preparation of dithianes from thiiranes and Ce(OTf)4 is also described.
- Iranpoor,Shekarriz,Shiriny
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p. 347 - 366
(2007/10/03)
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- Iodine and iodine supported on polyvinylpyrrolidone as catalysts and reagents for alcoholysis, hydrolysis, and acetolysis of epoxides and thiiranes
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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.
- Iranpoor, Nasser,Tamami, Bahman,Niknam, Khodabakhsh
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p. 1913 - 1919
(2007/10/03)
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- Efficient, mild, and regioselective conversion of thiiranes to alkoxy and acetoxy disulphides and dithianes with Ce(IV) based oxidants
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Alcoholysis of thiiranes with primary and secondary alcohols followed by the formation of their corresponding alkoxy-disulphides is performed efficiently in one step with different Ce(IV) salts, such as ceric ammonium nitrate (CAN), ceric pyridinium nitra
- Iranpoor,Owji
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p. 149 - 154
(2007/10/02)
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- Regioselective Alcoholysis and Conversion of Thiiranes to Alkoxy-Disulfides with 2,3-Dichloro-5,6-dicyano-p-benzoquinone (DDQ)
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Alcoholysis of thiiranes followed by conversion to their corresponding alkoxy-disulfides with 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) is performed in one step.The reactions occur under neutral conditions with high regioselectivity.Alkoxy-disulfides are obtained in 30-90percent yields.
- Iranpoor, N.,Owji, J.
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p. 1047 - 1053
(2007/10/02)
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