Rhodium-Catalyzed Synthesis of 4-Bromo-1,2-dihydroisoquinolines: Access to Bromonium Ylides by the Intramolecular Reaction of a Benzyl Bromide and an α-Imino Carbene
Jun He
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorYinping Shi
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorWanli Cheng
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorZengming Man
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorDongdong Yang
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Chuan-Ying Li
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorJun He
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorYinping Shi
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorWanli Cheng
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorZengming Man
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorDongdong Yang
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Chuan-Ying Li
Department of Chemistry, Zhejiang Sci-Tech University, Xiasha West Higher Education District, Hangzhou, 310018 China
Search for more papers by this authorAbstract
Highly functionalized 4-bromo-1,2-dihydroisoquinolines were synthesized from readily available 4-(2-(bromomethyl)phenyl)-1-sulfonyl-1,2,3-triazoles. A bromonium ylide is proposed as the key intermediate, which can be formed by the intramolecular nucleophilic attack of the benzyl bromide on the α-imino rhodium carbene formed in the presence of the rhodium catalyst.
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