Site-Selective C-C Cleavage of Benzocyclobutenones Enabled by a Blocking Strategy Using Nickel Catalysis
Site-Selective C-C Cleavage of Benzocyclobutenones Enabled by a Blocking Strategy Using Nickel Catalysis
复制标题
利用镍催化的封闭策略实现苯并环丁烯酮的位点选择性 C-C 裂解
DOI：
10.1002/anie.202106709
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发表时间：
2021-07-21
影响因子：
16.6
通讯作者：
Shi, Zhang-Jie
中科院分区：
文献类型：
--
作者：
Guo, Jing-Hong;Liu, Yu;Shi, Zhang-Jie
控制过渡金属催化的 C-C 活化的化学和区域选择性仍然是一个巨大的挑战。苯并环丁烯酮（BCB）的转化通常涉及C1-C2键的断裂。在这项工作中，通过Ni催化的封闭策略实现了前所未有的高选择性C1-C8键断裂并插入炔烃，为1,8-二取代萘的合成提供了一种有效的方法。值得注意的是，转化后可以很容易地去除封闭基团。
Controlling the chemo- and regioselectivity of transition-metal-catalyzed C-C activation remains a great challenge. The transformations of benzocyclobutenones (BCBs) usually involve the cleavage of C1-C2 bond. In this work, an unprecedented highly selective cleavage of C1-C8 bond with the insertion of alkynes is achieved by using blocking strategy via Ni catalysis, providing an efficient method for synthesis of 1,8-disubstituted naphthalenes. Notably, the blocking group could be readily removed after the transformation.