Department of Chemistry and Chemistry Institute of Functional Materials, Pusan National University, Busan, 46241, Korea.
Angew Chem Int Ed Engl. 2017 Oct 16;56(43):13387-13391. doi: 10.1002/anie.201705514. Epub 2017 Sep 18.
N-Alkynylindoles were divergently cyclized for the synthesis of multifused N-heterocycles. An ortho-aryl palladium species was added to the α position of an ynamine to generate (Z)-6-alkylidene/benzylidene-6H-isoindolo[2,1-a]indoles, while Pt-catalyzed β-addition through π-activation gave 5-alkyl/arylindolo[2,1-a]isoquinolines. Double cyclizations using PdCl and oxidant afforded bright yellow benzo[7,8]indolizino[2,3,4,5-ija]quinolines, the synthesis of which was also demonstrated in a different synthetic route.
N-炔基吲哚衍生物可用于多种稠合 N-杂环的合成。芳基钯物种被添加到炔胺的α 位，生成（Z）-6-亚烷基/亚苄基-6H-异吲哚并[2,1-a]吲哚，而 Pt 催化的通过 π-活化的 β-加成则生成 5-烷基/芳基吲哚并[2,1-a]异喹啉。使用 PdCl 和氧化剂进行双重环化反应得到亮黄色苯并[7,8]吲哚嗪并[2,3,4,5-ija]喹啉，该化合物也可以通过不同的合成路线得到。
