Highly efficient organic reactions "on Water", "in Water", and both

被引:187
作者
Shapiro, Nelly [1 ]
Vigalok, Arkadi [1 ]
机构
[1] Tel Aviv Univ, Sackler Fac Exact Sci, Sch Chem, IL-69978 Tel Aviv, Israel
关键词
aldehydes; green chemistry; oxidation; Passerini reaction; water;
D O I
10.1002/anie.200705347
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Wet, wet, wet: Hydrophobic aldehydes are cleanly oxidized upon stirring with water in air. Addition of hydrophobic isocyanides to aqueous suspensions of such aldehydes results in the formation of Passerini reaction products, with the aldehyde being the source of both carbonyl and ester functions. Partially watersoluble reagents reacted slower than water-insoluble ones. Isotope labeling studies show that water participates in these "on water" reactions. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:2849 / 2852
页数:4
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