通过 Au(I)催化的 6-endo-内型环化异构化反应从 N-丙炔基氨基醌制备吖嗪蒽醌。
Azaanthraquinone assembly from N-propargylamino quinone via a Au(I)-catalyzed 6-endo-dig cycloisomerization.
机构信息
School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing 210093, P. R. China.
出版信息
J Org Chem. 2010 Jun 18;75(12):4323-5. doi: 10.1021/jo1006637.
PMID:20491491
Abstract
A methodology to assemble the azaanthraquinone skeleton from N-propargylamino quinone by a Au(I)-catalyzed 6-endo-dig cycloisomerization was developed. The catalytic process was applied to the synthesis of alkaloid cleistopholine and its analogues. A mechanism involving benign nucleophilicity of the aminoquinone was proposed.
摘要
发展了一种通过 Au(I)催化的 6-endo-内型环化异构化反应，从 N-丙炔基氨基醌组装氮杂蒽醌骨架的方法。该催化过程被应用于生物碱 cleistopholine 及其类似物的合成。提出了一种涉及氨基醌良性亲核性的机理。
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