Department of Chemistry, University of Science and Technology of China , Hefei, Anhui 230026, China.
Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University , Nanjing 211816, China.
J Org Chem. 2018 Feb 16;83(4):2467-2472. doi: 10.1021/acs.joc.7b03158. Epub 2018 Feb 5.
Highly functionalized indoles and indolones were prepared via selectivity-switchable mono- or diolefinations. The Julia olefination of the products followed by a Brønsted acid-prompted cyclization afforded indolones, whereas the indoles were obtained by a sequential Wittig olefination and electrocyclization. This method opens divergent access to highly functionalized nitrogen-containing bicyclic or tricyclic heterocycles.
通过选择性开关的单烯或双烯化反应,制备了高度官能化的吲哚和吲哚酮。产物的 Julia 烯丙基化反应,随后是 Brønsted 酸引发的环化反应,得到吲哚酮,而吲哚则通过顺序 Wittig 烯丙基化和电环化反应得到。该方法为高度官能化的含氮双环或三环杂环化合物提供了不同的合成途径。