Palladium-catalyzed indolization of N-aroylbenzotriazoles with disubstituted alkynes

Itaru Nakamura, Tetsuya Nemoto, Naozumi Shiraiwa, Masahiro Terada

研究成果: Article査読

74 被引用数 (Scopus)

抄録

The palladium-catalyzed denitrogenative indolization of N-aroylbenzotriazoles 1 and internal alkynes 2 produced the corresponding polysubstituted indoles 3 in good to high yields. For example, the reaction of 5,6-dimethyl-1-[4-(trifluoromethyl)benzoyl]benzotriazole (1j) with 6-dodecyne (2a), 4-octyne (2b), and diphenylacetylene (2f) in the presence of 10 mol % of Pd(PPh3)4 without solvent at 130 °C gave the corresponding indoles 3i, 3l, and 3p in 74, 71, and 41% yields, respectively. In the present reaction, the aroylbenzotriazole acts as a synthetic equivalent of a 2-haloanilide in Larock's indole synthesis.

本文言語English
ページ(範囲)1055-1058
ページ数4
ジャーナルOrganic letters
11
5
DOI
出版ステータスPublished - 2009 3 5

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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