29443-54-7Relevant academic research and scientific papers
PROCESS FOR THE PREPARATION OF IODIDES
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Page/Page column 30, (2012/01/05)
This invention is directed to a process for the preparation of high yield alkyl or aryl iodide from its corresponding carboxylic acid using N-iodo amides.
Improved procedure for the synthesis of gem-diiodoalkanes by the alkylation of diiodomethane. Scope and limitations
Bull, James A.,Charette, Andre B.
, p. 8097 - 8100 (2008/12/22)
(Chemical Equation Presented) Functionalized gem-diiodoalkanes are obtained in good to excellent yields by employing a convenient modified procedure for the alkylation of NaCHI2 with alkyl iodides. Complete conversion to the diiodide is reliably obtained, avoiding a problematic separation of any remaining iodide starting material. Functional group tolerance toward olefins, acetals, ethers and silyl ethers, carbamates, and hindered esters is demonstrated. The use of an excess of LiCHI2 allows complete conversion of allyl and benzyl bromides with minimal elimination from the diiodide product.
Highly efficient two-step synthesis of C-sp3-centered geminal diiodides
Cloarec, Jean-Manuel,Charette, Andre B.
, p. 4731 - 4734 (2007/10/03)
(Chemical Equation Presented) Trisubstituted gem-diiodoalkenes of functionalized chains are efficiently reduced to the corresponding terminal geminal diiodides in high yields upon treatment with the diazene precursor, diethyl 4-(hydrazinosulfonyl)-benzyl phosphonate.
Carbocupration/zinc carbenoid homologation and β-elimination reactions for a new synthesis of allenes - Application to the enantioselective synthesis of chiral allenes by deracemization of sp3-organometallic derivatives
Varghese, Jos P.,Zouev, Irena,Aufauvre, Lionel,Knochel, Paul,Marek, Ilan
, p. 4151 - 4158 (2007/10/03)
A new and straightforward carbocupration/zinc homologation/β-elimination reaction sequence allows the one-pot synthesis of polysubstituted allenes from acetylenic sulfoxides in excellent isolated chemical yields. Secondary zinc carbenoids were used for the homologation reaction, and so a new synthesis of 1,1-diiodoalkanes is described. This methodology also allows the synthesis of chiral allenes through thermodynamic equilibration of secondary organometallic derivatives. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2002.
A new approach towards the synthesis of sp3 1,1-diiodoalkanes
Aufauvre, Lionel,Knochel, Paul,Marek, Ilan
, p. 2207 - 2208 (2007/10/03)
An easy and straightforward method for the synthesis of gem-diiodo derivatives is reported.
Discrimination of enantiotopic iodine atoms by an iodine/magnesium exchange reaction
Schulze, Volker,Hoffmann, Reinhard W.
, p. 337 - 344 (2007/10/03)
An enantioselective iodine/magnesium exchange reaction between the diiodoalkane 4 and a chiral Grignard reagent 12 has been realized at -78°C in THF. The resulting α-iodoalkylmagnesium reagents 13 are configurationally stable under these conditions and during trapping by a benzaldehyde/dimethylaluminium chloride system to furnish the iodohydrins 19 and epoxides 9.
A new Procedure for the Synthesis of (E)-1-iodo-1-alkenes
Martinez, A. Garcia,Alvarez, R. Martinez,Gonzalez, S. Martinez,Subramanian, L. R.,Conrad, M.
, p. 2043 - 2044 (2007/10/02)
(E)-1-iodo-1-alkenes 4 can be prepared stereoselectively from aldehydes 1 via IH-elimination of 1,1-di-iodoalkanes 3 with DBU. Key words: Vinyl iodide; diiodoalkane; elimination; stereoselectivity.
A MILD, CONVENIENT, HALOGEN-EXCHANGE ROUTE TO GEM-DIFLUORIDES AND TRIFLUORIDES
Bloodworth, A. J.,Bowyer, Kevin J.,Mitchell, John C.
, p. 5347 - 5350 (2007/10/02)
Reaction of gem-dihalides R1R2CX2 (X=Cl or I) and of PhCCl3 with AgBF4 at room or sub-ambient temperatures affords the corresponding gem-difluorides and trifluoride in unoptimised yields of 35-84percent.
Synthesis of 1,1-Dihaloalkanes
Garcia Martinez, A.,Herrera Fernandez, A.,Martinez Alvarez, R.,Garcia Fraile, A.,Bueno Calderon, J.,et al.
, p. 1076 - 1078 (2007/10/02)
The reaction of 1,1-bistrifluoromethylsulfonyloxy-alkanes (2) with magnesium iodide in carbon disulphide at O deg C affords 1,1-diiodoalkanes (3-I) in good yields.No rearrangement products are observed.The reaction of 2 with magnesium bromide in carbon disulphide or titanium tetrachloride in dichloromethane yields either 1,1-dichloro- (3-Cl) or 1,1-dibromoalkanes (3-Br).Rearrangements products are formed from α-branched substrates.
