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Heteropolyacid-Catalyzed Phosphorylation of Secondary Aromatic Alcohols with H-Phosphine Oxides in DMC: A Simple Protocol for C-P Bond Formation.
Zhuang, Hongfeng; Wan, Peng; Miao, Chengxia; Yang, Yang; Liang, Shuyan; Han, Feng.
Afiliación
  • Zhuang H; Key Laboratory of Low-Carbon and Green Agriculture Chemistry in Universities of Shandong, Key Laboratory of Agricultural Film Application of Ministry of Agriculture and Rural Affairs, College of Chemistry and Material Science, Shandong Agricultural University, Tai'an 271018, Shandong, China.
  • Wan P; Key Laboratory of Low-Carbon and Green Agriculture Chemistry in Universities of Shandong, Key Laboratory of Agricultural Film Application of Ministry of Agriculture and Rural Affairs, College of Chemistry and Material Science, Shandong Agricultural University, Tai'an 271018, Shandong, China.
  • Miao C; Key Laboratory of Low-Carbon and Green Agriculture Chemistry in Universities of Shandong, Key Laboratory of Agricultural Film Application of Ministry of Agriculture and Rural Affairs, College of Chemistry and Material Science, Shandong Agricultural University, Tai'an 271018, Shandong, China.
  • Yang Y; Key Laboratory of Low-Carbon and Green Agriculture Chemistry in Universities of Shandong, Key Laboratory of Agricultural Film Application of Ministry of Agriculture and Rural Affairs, College of Chemistry and Material Science, Shandong Agricultural University, Tai'an 271018, Shandong, China.
  • Liang S; Key Laboratory of Low-Carbon and Green Agriculture Chemistry in Universities of Shandong, Key Laboratory of Agricultural Film Application of Ministry of Agriculture and Rural Affairs, College of Chemistry and Material Science, Shandong Agricultural University, Tai'an 271018, Shandong, China.
  • Han F; Key Laboratory of Low-Carbon and Green Agriculture Chemistry in Universities of Shandong, Key Laboratory of Agricultural Film Application of Ministry of Agriculture and Rural Affairs, College of Chemistry and Material Science, Shandong Agricultural University, Tai'an 271018, Shandong, China.
J Org Chem ; 89(4): 2397-2407, 2024 Feb 16.
Article en En | MEDLINE | ID: mdl-38275252
ABSTRACT
We successfully achieved the phosphorylation of secondary aromatic alcohols with H-phosphine oxides (less developed system) using phosphotungstic acid as a catalyst in dimethyl carbonate. The system was simple and environmentally friendly and showed better activity than traditional Lewis or Brønsted acids such as FeCl3, p-TsOH·H2O, etc., generating up to a 97% isolated yield. Control experiments indicated that the reaction did not occur through the radical pathway, and ethers and carbocation were the key intermediates in the pathway.

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: China

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: China