2008
DOI: 10.5650/jos.57.437
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An Efficient Synthesis of Five-membered Cyclic Ethers from 1,3-Diols Using Molecular Iodine as a Catalyst

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Cited by 8 publications
(10 citation statements)
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“…When the solvent was changed to hexane or diethyl ether, cyclization did not occur entries 3 and 4 . We previously reported that acetonitrile was a suitable solvent for the solution reaction using iodine as a catalyst 10 and similar results were observed in this work. Boron trifluoride diethyl etherate was used as an acidic catalyst.…”
Section: Resultssupporting
confidence: 77%
See 1 more Smart Citation
“…When the solvent was changed to hexane or diethyl ether, cyclization did not occur entries 3 and 4 . We previously reported that acetonitrile was a suitable solvent for the solution reaction using iodine as a catalyst 10 and similar results were observed in this work. Boron trifluoride diethyl etherate was used as an acidic catalyst.…”
Section: Resultssupporting
confidence: 77%
“…Addition of hydrogen to the double bond forms a tertiary carbocation, which an electron pair from the hydroxyl group then attacks the tertiary carbocation producing a tetrahydropyran ring. In the case of iodine, hydrogen iodide, which is initially formed by the interaction of iodine with the hydroxyl group, acts as an acidic catalyst 10 .…”
Section: Resultsmentioning
confidence: 99%
“…In the present study, iodine was investigated as a catalyst for the reaction of alcohols with nitriles. Recently, iodine has been investigated as a potential efficient catalyst in several organic reactions because it has low toxicity [6][7][8][9][10][11][12][13][14][15][16][17][18] . In this study, we also investigated solvent-free conditions, from the viewpoint of green chemistry .…”
Section: Introductionmentioning
confidence: 99%
“…Iodine is easy to handle and has low toxicity, and it has been found to be an efficient catalyst in several organic reactions [6][7][8][9][10][11][12][13][14][15][16] . We previously reported iodine to be an effi cient catalyst in the intramolecular etherifi cation of 1,3-diols 17 .…”
Section: Introductionmentioning
confidence: 99%