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Synthesis of 3-(2-Olefinbenzyl)-4H-chromen-4-one through Cyclobenzylation and Catalytic C-H Bond Functionalization Using Palladium(II).
Lin, Yu-Feng; Fong, Chi; Peng, Wan-Ling; Tang, Kuei-Chien; Liang, Yi-En; Li, Wen-Tai.
Afiliación
  • Lin YF; National Research Institute of Chinese Medicine, Ministry of Health and Welfare , Taipei 11221, Taiwan, Republic of China.
  • Fong C; National Research Institute of Chinese Medicine, Ministry of Health and Welfare , Taipei 11221, Taiwan, Republic of China.
  • Peng WL; National Research Institute of Chinese Medicine, Ministry of Health and Welfare , Taipei 11221, Taiwan, Republic of China.
  • Tang KC; National Research Institute of Chinese Medicine, Ministry of Health and Welfare , Taipei 11221, Taiwan, Republic of China.
  • Liang YE; National Research Institute of Chinese Medicine, Ministry of Health and Welfare , Taipei 11221, Taiwan, Republic of China.
  • Li WT; National Research Institute of Chinese Medicine, Ministry of Health and Welfare , Taipei 11221, Taiwan, Republic of China.
J Org Chem ; 82(20): 10855-10865, 2017 10 20.
Article en En | MEDLINE | ID: mdl-28931283
An efficient strategy for synthesizing 3-(2-olefinbenzyl)-4H-chromen-4-one in two steps was developed. The first step is a cyclobenzylation reaction between (E)-3-(dimethylamino)-1-(2-hydroxyphenyl)prop-2-en-1-one and benzyl bromide to produce homoisoflavonoid. The second step involves intermolecular Pd-catalyzed π-chelating-assisted C-H bond olefination. Using the C-2/C-3 double bond of chromone, palladium-catalyzed aryl C-H bond activation can be functionalized to generate ortho-olefination derivatives in moderate to high yields.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2017 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2017 Tipo del documento: Article País de afiliación: China Pais de publicación: Estados Unidos