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An exception to the normal Mitsunobu reaction with phenols; the formation of hydrazones from salicylaldehydes
Authors:Mario Girard  Philippe Murphy
Affiliation:a Department of Medicinal Chemistry, Merck Frosst Canada & Co., PO Box 1005, Pointe Claire-Dorval, Que., Canada H9R 4P8
b Merck Research Laboratories, PO Box 2000, MS: R50-105, Rahway, NJ 07065, USA
Abstract:The reaction of 2-hydroxybenzaldehydes with alkanols in the presence of triphenylphosphine and di-tert-butyl azodicarboxylate (DBAD), under the Mitsunobu reaction conditions, gives rise to the formation of hydrazones as the major products rather than the expected alkyl aryl ethers.
Keywords:Mitsunobu   Hydrazone   Salicylaldehyde
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