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Synthesis of the 2H-quinolizin-2-one scaffold via a stepwise acylation—intramolecular annulation strategy
Tetrahedron Letters ( IF 1.5 ) Pub Date : 17 July 2006 , DOI: 10.1016/j.tetlet.2006.05.089 Swaminathan R. Natarajan , Meng-Hsin Chen , Stephen T. Heller , Robert M. Tynebor , Ellen M. Crawford , Cui Minxiang , Han Kaizheng , Jingchao Dong , Bin Hu , Wu Hao , Shu-Hui Chen
Tetrahedron Letters ( IF 1.5 ) Pub Date : 17 July 2006 , DOI: 10.1016/j.tetlet.2006.05.089 Swaminathan R. Natarajan , Meng-Hsin Chen , Stephen T. Heller , Robert M. Tynebor , Ellen M. Crawford , Cui Minxiang , Han Kaizheng , Jingchao Dong , Bin Hu , Wu Hao , Shu-Hui Chen
A rapid entry into the 2H-quinolizin-2-one starting from 2-alkyl pyridine has been developed. Initial deprotonation of a 2-alkyl pyridine followed by acylation with a β-TMS-propyonate derivative provides acyclic precursors that after deprotection undergoes a 6-endo-trig cyclization to yield the desired 2H-quinolizin-2-one derivative. This synthetic strategy was found to be generally applicable as evidenced from the various examples in this letter.
中文翻译:
通过逐步酰化-分子内环化策略合成2 H-喹啉嗪-2-酮骨架
已经开发了从2-烷基吡啶开始快速进入2 H-喹啉嗪-2-酮。2-烷基吡啶的初始去质子化,然后与β-TMS-丙酸酯衍生物进行酰化,提供了无环前体,其在脱保护后经历了6-内-trig环化,从而生成了所需的2 H-喹啉嗪-2-一衍生物。从这封信中的各种例子可以看出,这种综合策略普遍适用。
更新日期:2017-01-31
中文翻译:
通过逐步酰化-分子内环化策略合成2 H-喹啉嗪-2-酮骨架
已经开发了从2-烷基吡啶开始快速进入2 H-喹啉嗪-2-酮。2-烷基吡啶的初始去质子化,然后与β-TMS-丙酸酯衍生物进行酰化,提供了无环前体,其在脱保护后经历了6-内-trig环化,从而生成了所需的2 H-喹啉嗪-2-一衍生物。从这封信中的各种例子可以看出,这种综合策略普遍适用。