849207-24-5Relevant academic research and scientific papers
Synthesis of N-Heterocycles by Dehydrogenative Annulation of N-Allyl Amides with 1,3-Dicarbonyl Compounds
Wu, Zheng-Jian,Li, Shi-Rui,Xu, Hai-Chao
supporting information, p. 14070 - 14074 (2018/10/15)
Dehydrogenative annulation under oxidizing reagent-free conditions is an ideal strategy to construct cyclic structures. Reported herein is an unprecedented synthesis of pyrrolidine and tetrahydropyridine derivatives through electrochemical dehydrogenative annulation of N-allyl amides with 1,3-dicarbonyl compounds. The electrolytic method employs an organic redox catalyst, which obviates the need for oxidizing reagents and transition-metal catalysts. In these reactions, the N-allyl amides serve as a four-atom donor to react with dimethyl malonate to give pyrrolidines by a (4+1) annulation, or with β-ketoesters to afford tetrahydropyridine derivatives by a (4+2) annulation.
2-Arylallyl as a new protecting group for amines, amides and alcohols
Barluenga, Jose,Fananas, Francisco J.,Sanz, Roberto,Marcos, Cesar,Ignacio, Jose M.
, p. 933 - 935 (2007/10/03)
Amines, amides and ethers containing 2-arylallyl groups are selectively and easily deprotected with tert-butyllithium. This transformation probably involves a carbolithiation reaction of the styrenyl moiety followed by a β-elimination process. The Royal Society of Chemistry 2005.
