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Intermolecular Conjugate Addition of Pyrroloindoline and Furoindoline Radicals to α,β‐Unsaturated Enones via Photoredox Catalysis
Author(s) -
Zhou Shupeng,
Zhang Deliang,
Sun Yu,
Li Ruofan,
Zhang Wenhao,
Li Ang
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400702
Subject(s) - chemistry , photoredox catalysis , intermolecular force , radical , conjugate , indole test , catalysis , photochemistry , visible spectrum , combinatorial chemistry , organic chemistry , molecule , photocatalysis , mathematical analysis , physics , mathematics , optoelectronics
We have developed an intermolecular conjugate addition of 3a‐pyrroloindoline/furoindoline radicals to α,β‐unsaturated enones, through visible‐light photoredox catalysis. Ir(ppy) 2 (dtbbpy) PF 6 was found to be an effective promoter to initiate this reaction from readily available 3a‐bromopyrroloindolines/furoindolines. This method was exploited to prepare a series of indole terpenoid‐like compounds of potential biological interest.