35758-76-0Relevant articles and documents
Electrochemically Tuned Oxidative [4+2] Annulation and Dioxygenation of Olefins with Hydroxamic Acids
Wei, Bang-Yi,Xie, Dong-Tai,Lai, Sheng-Qiang,Jiang, Yu,Fu, Hong,Wei, Dian,Han, Bing
supporting information, p. 3182 - 3188 (2020/12/11)
This work represents the first [4+2] annulation of hydroxamic acids with olefins for the synthesis of benzo[c][1,2]oxazines scaffold via anode-selective electrochemical oxidation. This protocol features mild conditions, is oxidant free, shows high regioselectivity and stereoselectivity, broad substrate scope of both alkenes and hydroxamic acids, and is compatible with terpenes, peptides, and steroids. Significantly, the dioxygenation of olefins employing hydroxamic acid is also successfully achieved by switching the anode material under the same reaction conditions. The study not only reveals a new reactivity of hydroxamic acids and its first application in electrosynthesis but also provides a successful example of anode material-tuned product selectivity.
Synthesis of meta-substituted anilines via copper-catalyzed [1,3]-methoxy rearrangement
Ishida, Yasuhiro,Nakamura, Itaru,Tashiro, Hiroki,Terada, Masahiro
supporting information, p. 3794 - 3798 (2020/06/08)
meta-Substituted anilines were efficiently synthesized via copper-catalyzed [1,3]-methoxy rearrangement of N-methoxyanilines followed by Michael addition of nucleophiles to the in situ generated ortho-quinol imine. The present reaction exhibits excellent
Rhodium(III)-catalyzed internal oxidative coupling of N-hydroxyanilides with alkenes via C-H activation
Wen, Jing,Wu, An,Chen, Pei,Zhu, Jin
supporting information, p. 5282 - 5286 (2015/08/26)
Abstract Described herein is an efficient new method for ortho-olefination of anilides in the presence of AgSbF6 and NaOAc via rhodium(III)-catalyzed internal oxidative C-H bond activation based on hydroxyl as directing and oxidative group. A range of alkenes and functional groups on acetanilides is supported and a possible mechanism is proposed according to the experimental results.