4.5 Article

Au(I)-Catalyzed 6-endo-dig Cyclizations of Aromatic 1,5-Enynes to 2-(Naphthalen-2-yl)anilines Leading to Divergent Syntheses of Benzo[α]carbazole, Benzo[c,h]cinnoline and Dibenzo[i]phenanthridine Derivatives

期刊

CHINESE JOURNAL OF CHEMISTRY
卷 40, 期 1, 页码 46-52

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.202100582

关键词

Gold; Homogeneous catalysis; 6-endo-dig Cyclization; Heterocycles; Divergent synthesis

资金

  1. National Natural Science Foundation of China [21977073]
  2. Liaoning BaiQianWan Talents Program
  3. Liaoning Revitalization Talents Program

向作者/读者索取更多资源

In this study, a gold(I)-catalyzed 6-endo-dig cyclization of aromatic 1,5-enynes was developed to synthesize 2-(naphthalen-2-yl)anilines. The functional group tolerance of this cyclization was systematically examined, and a possible mechanism was proposed. Derivatization of 2-(naphthalen-2-yl)aniline was carried out to access benzo[alpha]carbazole, benzo[c,h]cinnoline and dibenzo[i]phenanthridine derivatives in a divergent manner.
Comprehensive Summary A gold(I)-catalyzed 6-endo-dig cyclization of aromatic 1,5-enynes was developed to synthesize 2-(naphthalen-2-yl)anilines. The functional group tolerance of this cyclization was examined systematically and a possible mechanism was proposed. The derivatization of 2-(naphthalen-2-yl)aniline was carried out to facile access to benzo[alpha]carbazole, benzo[c,h]cinnoline and dibenzo[i]phenanthridine derivatives in a divergent way.

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