Benzyne Polyfunctionalization via a Tandem C−C σ‑Bond Insertion and Photo-Nazarov Cyclization
Benzyne Polyfunctionalization via a Tandem C−C σ‑Bond Insertion and Photo-Nazarov Cyclization
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通过串联 C→C→键插入和光纳扎罗夫环化进行苯炔多官能化
DOI：
10.1021/acs.orglett.2c02652
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发表时间：
2022
期刊：
影响因子：
5.2
通讯作者：
Yang Li
中科院分区：
文献类型：
--
作者：
Caiwen Wan;Yueyin Guo;Xiaocui Chen;Rongrong Gu;Jiarong Shi;Yang Li
开发了串联苯炔 C-C σ 键插入反应和光纳扎罗夫环化方案，导致在苯环的连续位置形成三个 C-C 键，并伴随组装 6-5-6 三环系统。当使用3-甲硅烷基苯前体时，观察到涉及苯炔C-C σ键插入、光纳扎罗夫环化和1,3-甲硅烷基迁移的串联过程，可以产生1,2,3,5-四取代苯。
A tandem benzyne C–C σ-bond insertion reaction and photo-Nazarov cyclization protocol was developed, leading to the formation of three C–C bonds at consecutive positions of a benzene ring with concomitant assembly of a 6-5-6 tricyclic ring system. When 3-silylbenzyne precursors were employed, a tandem process involving a benzyne C–C σ-bond insertion, a photo-Nazarov cyclization, and a 1,3-silyl group migration was observed, which could produce 1,2,3,5-tetrasubstituted benzenes.