Scholarlink

<p>The first catalytic atroposelective synthesis of indole derivatives bearing N–N/C–C diaxes has been established by the strategy of <i>de novo</i> ring formation. By this strategy, various indolyl quinazolinones bearing vicinal N–N/C–C diaxes were synthesized in high yields with overall good diastereoselectivities and excellent enantioselectivities via chiral phosphoric acid-catalyzed one-pot asymmetric formal (5 + 1) cycloaddition/oxidation reaction. Moreover, such indolyl quinazolinones bearing vicinal N–N/C–C diaxes have good configurational stability and could be converted into new chiral ligands with applications in asymmetric catalysis. Therefore, this work not only offered a new member for the family of diaxial atropisomers, but also provided a powerful strategy for catalytic asymmetric synthesis of atropisomers bearing N–N/C–C diaxes.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Catalytic atroposelective synthesis of indolyl quinazolinones bearing N–N/C–C diaxes

  • 期刊论文

  • 发表日期：

    2025年1月9日

查看全文
  • Ning-Yi Wang,
  • Shuo Gao,
  • Zhu-Di Shu,
  • Bei-Bei Cheng,
  • Chun Ma,
  • Yu-Chen Zhang,
  • Feng Shi

摘要

The first catalytic atroposelective synthesis of indole derivatives bearing N–N/C–C diaxes has been established by the strategy of de novo ring formation. By this strategy, various indolyl quinazolinones bearing vicinal N–N/C–C diaxes were synthesized in high yields with overall good diastereoselectivities and excellent enantioselectivities via chiral phosphoric acid-catalyzed one-pot asymmetric formal (5 + 1) cycloaddition/oxidation reaction. Moreover, such indolyl quinazolinones bearing vicinal N–N/C–C diaxes have good configurational stability and could be converted into new chiral ligands with applications in asymmetric catalysis. Therefore, this work not only offered a new member for the family of diaxial atropisomers, but also provided a powerful strategy for catalytic asymmetric synthesis of atropisomers bearing N–N/C–C diaxes.