36278-22-5Relevant articles and documents
Oxazaborinines from Vinylogous N-Allylic Amides: Reactivities of Underexplored Heterocyclic Building Blocks
Hugelshofer, Cedric L.,Palani, Vignesh,Sarpong, Richmond
, p. 2649 - 2653 (2018)
Access to a new class of oxazaborinines using an efficient transition-metal-catalyzed rearrangement is demonstrated. The method overcomes the synthetic challenge of achieving an aza-Claisen rearrangement of vinylogous N-allylic amide substrates, giving rise to a variety of highly modifiable oxazaborinine products. An investigation of the unique reactivity of these boron-based heterocycles has unveiled their underexplored potential as valuable building blocks and intermediates for organic synthesis.
Synthesis of Succinimides via Intramolecular Alder-Ene Reaction of 1,6-Enynes
Chen, Xia,Lu, Yuling,Guan, Zhenhua,Gu, Lianghu,Chen, Chunmei,Zhu, Hucheng,Luo, Zengwei,Zhang, Yonghui
supporting information, p. 3173 - 3178 (2021/05/05)
A novel and convenient method has been developed for the facile synthesis of functionalized succinimide derivatives via intramolecular Alder-ene reaction of 1,6-enynes. This reaction features mild and metal-free reaction conditions, which offers a green and efficient entry to synthetically important succinimide scaffolds. Preliminary mechanistic studies suggest that a diradical intermediate might be involved in this transformation.
Palladium-Catalyzed Tandem Dehydrogenative [4 + 2] Annulation of Terminal Olefins with N-Sulfonyl Amides via C-H Activations
Sun, Manman,Chen, Weida,Xia, Xiangyu,Shen, Guodong,Ma, Yongmin,Yang, Jianguo,Ding, Hanfeng,Wang, Zhiming
supporting information, p. 3229 - 3233 (2020/04/10)
A palladium-catalyzed tandem dehydrogenative [4 + 2] annulation of terminal olefins with N-sulfonyl amides via C(sp2)-H activation, allylic C(sp3)-H activation, and homoallylic C(sp3)-H elimination processes has been developed. Promoted by the DMSO ligand, various benzamides, heterocyclic arylamides, alkenyl carboxamides, and commercial olefins are found to be efficient substrates to construct important heterocyclic compounds bearing a vinyl substituent with high E stereoselectivity. Using air as the terminal oxidant also provides a great advantage regarding environmental friendliness.