60348-59-6Relevant academic research and scientific papers
Acyl iodides in organic synthesis: II. Reactions with acyclic and cyclic ethers
Voronkov,Trukhina,Vlasova
, p. 1579 - 1581 (2007/10/03)
Reaction of acyl iodides RCOI (R = Me, Ph) was studied with acyclic and cyclic ethers (Et2O, MeCHCH2(O), ClCH2CHCH 2(O), THF, O(CH2CH2)2O, EtOCH 2CH2OH, EtOCH=CH2, PhOEt]. The reaction occurred with the rupture of one or two CO bonds furnishing the corresponding iodides and esters.
β-Functionalised radicals in organic synthesis: 2-Acyloxyalkyl radicals from 2-acyloxyalkyl iodides by the tin route
Foubelo, Francisco,Lloret, Francisco,Yus, Miguel
, p. 5131 - 5138 (2007/10/02)
The reaction of iodoesters 1a-c with electrophilic olefins 2a-d and in situ generated tributyltin hydride (from a substoichiometric amount of tributyltin chloride and an excess of sodium borohydride) in the presence of a catalytic amound of AIBN in ethanol at 0 to 20°C yields the expected coupling products 3aa-3cd. Products 4 resulting from an iodine/hydrogen exchange are also obtained as by-products in variable amounts. The stereochemistry of the coupling reaction is studied: starting from trans-2-iodocyclohexyl acetate (1d) and methyl acrylate (2a) a 1/3 mixture of the corresponding cis/trans diastereoisomers is obtained. This result indicates that the corresponding radical coupling is not stereospecific.
PALLADIUM COMPLEX-CATALYZED CARBONYLATION OF ORGANIC HALIDES IN THE PRESENCE OF CYCLIC ETHERS: HALOHYDRIN ESTER SYNTHESIS
Tanaka, Masato,Koyanagi, Masayuki,Kobayashi, Toshiaki
, p. 3875 - 3878 (2007/10/02)
Cyclic ethers were cleaved by palladium complex-catalyzed carbonylation of organic halides to give halohydrin esters.
