通过1,4-铑迁移实现苯甲酰胺和烯炔的化学发散性氧化环化反应。
Chemodivergent Oxidative Annulation of Benzamides and Enynes via 1,4-Rhodium Migration.
作者信息
Sun Jiaqiong, Bai Dachang, Wang Peiyuan, Wang Kuan, Zheng Guangfan, Li Xingwei
机构信息
School of Chemistry and Chemical Engineering , Shaanxi Normal University , Xi'an 710062 , China.
School of Chemistry and Chemical Engineering , Henan Normal University , Xinxiang 453007 , China.
出版信息
Org Lett. 2019 Mar 15;21(6):1789-1793. doi: 10.1021/acs.orglett.9b00363. Epub 2019 Feb 22.
Chemodivergent annulative couplings have been realized between N-methoxy benzamides and 1,3-enynes via Rh-catalyzed C-H activation and 1,4-Rh migration. Under Rh/copper catalyzed aerobic conditions, the nitrogen annulation occurred as the major pathway. The chemoselectivity was switched to the oxygen annulation under proper condition control with stoichiometric amounts of Cu(II) oxidant and NaOAc. Both coupling systems proceeded with a broad scope and functional group tolerance.
通过铑催化的C-H活化和1,4-铑迁移，实现了N-甲氧基苯甲酰胺与1,3-烯炔之间的化学发散性环化偶联反应。在铑/铜催化的有氧条件下，氮环化反应是主要途径。在使用化学计量的Cu(II)氧化剂和醋酸钠进行适当条件控制时，化学选择性转变为氧环化反应。两种偶联体系都具有广泛的底物范围和官能团耐受性。
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