637-64-9Relevant articles and documents
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Moon et al.
, p. 3453,3456 (1964)
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Esterification of Tertiary Amides by Alcohols Through C?N Bond Cleavage over CeO2
Toyao, Takashi,Nurnobi Rashed, Md.,Morita, Yoshitsugu,Kamachi, Takashi,Hakim Siddiki,Ali, Md. A.,Touchy,Kon, Kenichi,Maeno, Zen,Yoshizawa, Kazunari,Shimizu, Ken-ichi
, p. 449 - 456 (2018/09/11)
CeO2 has been found to promote ester forming alcoholysis reactions of tertiary amides. The present catalytic system is operationally simple, recyclable, and it does not require additives. The esterification process displays a wide substrate scope (>45 examples; up to 93 % isolated yield). Results of a density functional theory (DFT) study combined with in situ FT-IR observations indicate that the process proceeds through rate limiting addition of a CeO2 lattice oxygen to the carbonyl group of the adsorbed acetamide species with energy barrier of 17.0 kcal/mol. This value matches well with experimental value (17.9 kcal/mol) obtained from analysis of the Arrhenius plot. Further studies by in situ FT-IR and temperature programmed desorption using probe molecules demonstrate that both acidic and basic properties are important, and consequently, CeO2 showed the best performance for the C?N bond cleavage reaction.
Oxidative acetoxylactonisation of alkenoic acids using H2O2 in acetic acid catalysed by KI
Zhou, Zhong-Shi,He, Xue-Han
, p. 518 - 520 (2015/11/27)
In the presence of a catalytic amount of KI in combination with H2O2, a convenient catalytic procedure has been developed for the direct preparation of acetoxylactones from alkenoic acids in acetic acid at room temperature which provides the corresponding cyclic products in good yields. This novel methodology mediated by an in situ generated hypervalent iodine intermediate extends the catalytic application of KI in organic synthesis.