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Site‐Selective C–C Cleavage of Benzocyclobutenones Enabled by a Blocking Strategy Using Nickel Catalysis
Author(s) -
Guo JingHong,
Liu Yu,
Lin XinCheng,
Tang TianMu,
Wang BiQin,
Hu Ping,
Zhao KeQing,
Song Feijie,
Shi ZhangJie
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202106709
Subject(s) - catalysis , regioselectivity , cleavage (geology) , chemistry , bond cleavage , nickel , combinatorial chemistry , blocking (statistics) , transition metal , stereochemistry , organic chemistry , materials science , computer science , computer network , fracture (geology) , composite material
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.