Efficient, mild, parallel and purification-free synthesis of aryl ethers via the Mitsunobu reaction |
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| Authors: | Eric Valeur Didier Roche |
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| Affiliation: | Merck-Serono, Department of Medicinal Chemistry, 4 Avenue Président Mitterrand, 91380 Chilly-Mazarin, France |
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| Abstract: | A wide range of commercial diazodicarboxylates and phosphines were screened in an attempt to find purification-free conditions for application in parallel synthesis. The combination of immobilized triphenylphosphine and TMAD proved to be suitable for the synthesis of aryl ethers via the Mitsunobu reaction. Nine ethers were synthesized in good yield and excellent purity, the purification being limited to a filtration step. |
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| Keywords: | ADDP, 1,1&prime -(azodicarbonyl) dipiperidine DAP-DP, (p-dimethylaminophenyl)-diphenylphosphine DBAD, di-tert-butyl azodicarboxylate DEAD, diethylazodicarboxylate DIAD, diisopropylazo-dicarboxylate PS, polystyrene TAP, tris(dimethylamino)-phosphine TBS, tert-butyl-dimethyl-silyl TMAD, N,N,N&prime ,N&prime -tetramethylazodicarbonamide |
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