通过与一氧化碳串联自由基环化构建 4,4-螺环γ-内酰胺。
A construction of 4,4-spirocyclic γ-lactams by tandem radical cyclization with carbon monoxide.
机构信息
Department of Chemistry, Graduate School of Science, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan.
出版信息
Beilstein J Org Chem. 2013 Jul 5;9:1340-5. doi: 10.3762/bjoc.9.151. eCollection 2013.
Abstract
A straightforward synthesis of 4,4-spirocyclic indol γ-lactams by tandem radical cyclization of iodoaryl allyl azides with CO was achieved. The reaction of iodoaryl allyl azides, TTMSS and AIBN under CO pressure (80 atm) in THF at 80 °C gave the desired 4,4-spirocyclic indoline, benzofuran, and oxindole γ-lactams in moderate to good yields.
摘要
通过碘芳基烯丙基叠氮与 CO 的串联自由基环化反应，实现了 4,4-螺环吲哚γ-内酰胺的直接合成。在 CO 压力（80 大气压）下，碘芳基烯丙基叠氮、TTMSS 和 AIBN 在 THF 中于 80°C 反应，以中等至良好的收率得到了所需的 4,4-螺环吲哚啉、苯并呋喃和氧化吲哚γ-内酰胺。
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