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可见光光氧化还原催化的 N-氰基丙烯酰胺烯烃的氧化/还原环化反应合成磺化喹唑啉酮。

Visible-Light Photoredox Catalyzed Oxidative/Reductive Cyclization Reaction of N-Cyanamide Alkenes for the Synthesis of Sulfonated Quinazolinones.

机构信息

School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, Nanjing University , Nanjing 210093, China.

出版信息

Org Lett. 2017 Sep 15;19(18):4798-4801. doi: 10.1021/acs.orglett.7b02163. Epub 2017 Sep 6.

Abstract

An efficient photocatalytic oxidative/reductive cyclization reaction of N-cyanamide alkenes with arylsulfinic acids or arylsulfonyl chlorides, which proceeds through C-S, C-C, and C-N bond formations, is reported. This photocatalytic reaction was carried out under mild conditions, which provides a new strategy for the synthesis of sulfonated quinazolinones. Furthermore, a one-pot procedure to achieve terminal alkenes has been explored via elimination of the obtained sulfonated quinazolinones under basic conditions.

摘要

本文报道了一种有效的光催化氧化/还原环化反应,即 N-氰基烯烃与芳基亚砜酸或芳磺酰氯反应,通过 C-S、C-C 和 C-N 键的形成来进行。该光催化反应在温和的条件下进行,为磺化喹唑啉酮的合成提供了一种新策略。此外,还探索了通过在碱性条件下消除得到的磺化喹唑啉酮来一锅法实现末端烯烃的方法。

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