4.4 Article

Synthesis of 6-Alkynyl-6-hydroxyindoloquinazolinone Scaffolds via Copper-Catalyzed Alkynylation of Tryptanthrins

期刊

SYNLETT
卷 32, 期 14, 页码 1428-1432

出版社

GEORG THIEME VERLAG KG
DOI: 10.1055/a-1533-1080

关键词

alkynylation; tryptanthrin; indoloquinazolinone; copper catalysis

资金

  1. National Natural Science Foundation of China [21571144]
  2. Natural Science Foundation of Zhejiang Province [LY18B020011, LQ19B020004]
  3. Foundation of Zhejiang Educational Committee [Y201839490]

向作者/读者索取更多资源

The study describes a copper-catalyzed direct alkynylation reaction of tryptanthrins with terminal alkynes, resulting in the synthesis of 6-alkynyl-6-hydroxyindoloquinazolinone compounds in moderate to good yields under mild reaction conditions with varied functional group compatibility. The obtained adducts can be smoothly converted into versatile building blocks via hydrogenation, hydration, and further Sonogashira coupling transformations.
We report a copper-catalyzed direct alkynylation reaction of tryptanthrins with terminal alkynes under mild reaction conditions. The developed method provides an array of synthetic building blocks of 6-alkynyl-6-hydroxyindoloquinazolinone compounds in moderate to good yields with varied functional group compatibility. Furthermore, the obtained adducts can be smoothly converted into versatile building blocks via hydrogenation, hydration, and further Sonogashira coupling transformations.

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