Decarboxylative (4+1) Oxidative Annulation of Malonate Monoesters with 2-Vinylpyridine Derivatives
作者:Shan Tang、Xinlong Gao、Aiwen Lei
DOI:10.1002/adsc.201600506
日期:2016.9.15
A novel N‐iodosuccinimide‐mediated decarboxylative (4+1) oxidative annulation between 2‐vinylpyridine derivatives and malonate monoesters was developed. It offers a new way to construct indolizine derivatives by utilizing malonate monoesters as a C1 unit. The alkyl 2,2‐diiodoacetate was found to be the active reaction intermediate during the transformation.
We have studied the reactions between [1,2,3]Triazolo[1,5-a]pyridines 1a,b,c and electron-deficient ethylenes in different conditions. Compounds 1a and 1b react with ethyl propiolate, and dimethylacetylenedicarboxylate giving a new class of biaryl compounds pyridyl pyrazoles, and with ethyl acrylate giving pyridyl cyclopropanes. Compound 1c did not give any product in the studied conditions. A proposal
我们研究了[1,2,3]三唑并[1,5- a ]吡啶1a,b,c与缺电子的乙烯在不同条件下的反应。化合物1a和1b与丙酸乙酯和乙炔二甲酸二甲酯反应,得到一类新的联芳基化合物吡啶基吡唑,与丙烯酸乙酯反应,得到吡啶基环丙烷。在研究的条件下,化合物1c没有得到任何产物。提出了这些反应的机理的建议,其中三唑并吡啶用作1,3-偶极,产生1,3-偶极环加成。
Nitoroolefins. I. A New and Convenient Access to Indolizines and Pyrazolo[1,5-a]pyridines Using 1-Nitro-2-(phenylthio)ethylene