92520-16-6Relevant articles and documents
Biocatalytic, Intermolecular C?H Bond Functionalization for the Synthesis of Enantioenriched Amides
Arnold, Frances H.,Athavale, Soumitra V.,Gao, Shilong,Hirschi, Jennifer S.,Liu, Zhen,Mallojjala, Sharath Chandra
supporting information, p. 24864 - 24869 (2021/10/15)
Directed evolution of heme proteins has opened access to new-to-nature enzymatic activity that can be harnessed to tackle synthetic challenges. Among these, reactions resulting from active site iron-nitrenoid intermediates present a powerful strategy to forge C?N bonds with high site- and stereoselectivity. Here we report a biocatalytic, intermolecular benzylic C?H amidation reaction operating at mild and scalable conditions. With hydroxamate esters as nitrene precursors, feedstock aromatic compounds can be converted to chiral amides with excellent enantioselectivity (up to >99 % ee) and high yields (up to 87 %). Kinetic and computational analysis of the enzymatic reaction reveals rate-determining nitrenoid formation followed by stepwise hydrogen atom transfer-mediated C?H functionalization.
An unexpected copper-catalyzed carbonylative acetylation of amines
Li, Yahui,Wang, Changsheng,Zhu, Fengxiang,Wang, Zechao,Fran?ois Soulé, Jean,Dixneuf, Pierre H.,Wu, Xiao-Feng
supporting information, p. 142 - 144 (2016/12/27)
A novel copper-catalyzed carbonylative acetylation of amines has been developed. With peroxide as the oxidant as well as the methyl source with a copper catalyst under CO pressure, good yields of N-acetyl amides could be obtained. Notably, this is the first example of carbonylative acetylation.
AZETIDINE DERIVATIVES
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Paragraph 0418; 0419; 0420; 0421; 0423, (2013/06/28)
Azetidine derivatives of which the following is exemplary and their use in the treatment of obesity, diabetes or dyslipidemia.
