6330-37-6Relevant articles and documents
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Colonge,Watteau,Cumet
, p. 245 (1947)
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Catalytic Transfer Hydration of Cyanohydrins to α-Hydroxyamides
Kanda, Tomoya,Naraoka, Asuka,Naka, Hiroshi
supporting information, p. 825 - 830 (2019/01/14)
We report the palladium(II)-catalyzed transfer hydration of cyanohydrins to α-hydroxyamides by using carboxamides as water donors. This method enables selective hydration of various aldehyde- and ketone-derived cyanohydrins to afford α-mono- and α,α-disubstituted-α-hydroxyamides, respectively, under mild conditions (50 °C, 10 min). The direct conversion of fenofibrate, a drug bearing a benzophenone moiety, into a functionalized α,α-diaryl-α-hydroxyamide was achieved by means of a hydrocyanation-transfer hydration sequence. Preliminary kinetic studies and the synthesis of a site-specifically 18O-labeled α-hydroxyamide demonstrated the carbonyl oxygen transfer from the carboxamide reagent into the α-hydroxyamide product.
A single-step, mild, neutral, catalyst-free method for cyanohydrin synthesis
Degani, Mariam S.,Kakwani, Manoj D.,Palsule Desai, Nutan H.,Bairwa, Ranjeet
experimental part, p. 461 - 465 (2012/06/15)
A wide variety of carbonyl compounds can be transformed to their corresponding cyanohydrins in a single step using a dimethyl sulfoxide (DMSO)-water system in excellent yields (75-94%). The major advantages of this system are that the reaction conditions are mild and neutral; the reaction proceeds without catalyst and gives the corresponding cyanohydrins in short time (15-120 min).
