4.8 Article

Alkylation-Terminated Catellani Reactions Using Alkyl Carbagermatranes

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 46, 页码 20450-20454

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202008482

关键词

carbagermatranes; Catellani reaction; ipso-alkylation; main-group chemistry; organogermanium compounds

资金

  1. National Key R&D Program of China [2017YFA0700104]
  2. NSFC [21871239]
  3. Fundamental Research Funds for the Central Universities [WK2060190081]
  4. Youth Innovation Promotion Association of the Chinese Academy of Sciences [Y201987]

向作者/读者索取更多资源

The Catellani reaction has received substantial attention because it enables rapid multiple derivatization on aromatics. While using alkyl electrophiles to achieveortho-alkylation was one of the earliest applications of the Catellani reaction,ipso-alkylation-terminated reactions with beta-H-containing reactants has not been realized to date. Herein, we report alkylation-terminated Catellani reaction using alkyl carbagermatranes (abbreviated as alkyl-Ge) as nucleophiles. The reactivity of alkyl-Geand alkyl-B(OH)(2)in this reaction is discussed. This approach enables efficient dialkylation with beta-H-containing reactants, which was previously inaccessible by Catellani reactions.

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