40115-00-2Relevant articles and documents
Tetrabutylammonium Bromide-Catalyzed Transfer Hydrogenation of Quinoxaline with HBpin as a Hydrogen Source
Guo, Qi,Chen, Jingchao,Shen, Guoli,Lu, Guangfu,Yang, Xuemei,Tang, Yan,Zhu, Yuanbin,Wu, Shiyuan,Fan, Baomin
, p. 540 - 546 (2021/12/27)
A metal-free environmentally benign, simple, and efficient transfer hydrogenation process of quinoxaline has been developed using the HBpin reagent as a hydrogen source. This reaction is compatible with a variety of quinoxalines offering the desired tetrahydroquinoxalines in moderate-to-excellent yields with Bu4NBr as a noncorrosive and low-cost catalyst.
Photo-Induced Cross-Dehydrogenative Alkylation of Heteroarenes with Alkanes under Aerobic Conditions
Xu, Jun,Cai, Heng,Shen, Jiabin,Shen, Chao,Wu, Jie,Zhang, Pengfei,Liu, Xiaogang
, p. 17816 - 17832 (2021/12/17)
We report a Minisci-type cross-dehydrogenative alkylation in an aerobic atmosphere using abundant and inexpensive cerium chloride as a photocatalyst and air as an oxidant. This photoreaction exhibits excellent tolerance to functional groups and is suitabl
Design and implementation of a catalytic electron donor?acceptor complex platform for radical trifluoromethylation and alkylation
Stephenson, Corey R.J.,McClain, Edward J.,Monos, Timothy M.,Mori, Mayuko,Beatty, Joel W.
, p. 12636 - 12641 (2020/11/18)
Electron donor?acceptor (EDA) complexes can controllably generate radicals under mild conditions through selective photoexcitation events. However, unproductive reactivity from fast deactivation of the photoexcited complexes through back electron transfer has slowed the development of EDA complexes in synthetic methodology. Here, we disclose the study of EDA complexes derived from 2-methoxynaphthalene donor and acylated ethyl isonicotinate N-oxide acceptor that undergo a fast N?O bond fragmentation event upon photoexcitation. This reaction design not only overcomes the limitations of back electron transfer but also enables regeneration of the donor species, representing a rare example of EDA photochemistry in a catalytic regime. The synthetic utility is demonstrated through visible light-driven radical trifluoromethylation and Minisci alkylation reactions. The scalability of the EDA complex-promoted reaction is evidenced by the successful multigram-scale trifluoromethylation of methyl N-Boc pyrrole-2-carboxylate in a continuous flow manifold.
