Three-Component Direct Phosphorylation of Aldehydes and Alkylation of Ketones: Synthesis of Î³-Ketophosphine Oxides under Acidic Conditions.

Wang, Xiao-Hong; Xue, Ya-Wen; Bai, Chun-Yuan; Wang, Yan-Bin; Wei, Xiao-Hong; Su, Qiong

Wang, Xiao-Hong; Xue, Ya-Wen; Bai, Chun-Yuan; Wang, Yan-Bin; Wei, Xiao-Hong; Su, Qiong.

Afiliación

Wang XH; Key Laboratory of Environment-Friendly Composite Materials of the State Ethnic Affairs Commission, Key Laboratory for Utility of Environment-Friendly Composite Materials and Biomass in University of Gansu Province, College of Chemical Engineering, Northwest Minzu University, Lanzhou 730030, P. R. Ch
Xue YW; Key Laboratory of Environment-Friendly Composite Materials of the State Ethnic Affairs Commission, Key Laboratory for Utility of Environment-Friendly Composite Materials and Biomass in University of Gansu Province, College of Chemical Engineering, Northwest Minzu University, Lanzhou 730030, P. R. Ch
Bai CY; Key Laboratory of Environment-Friendly Composite Materials of the State Ethnic Affairs Commission, Key Laboratory for Utility of Environment-Friendly Composite Materials and Biomass in University of Gansu Province, College of Chemical Engineering, Northwest Minzu University, Lanzhou 730030, P. R. Ch
Wang YB; Key Laboratory of Environment-Friendly Composite Materials of the State Ethnic Affairs Commission, Key Laboratory for Utility of Environment-Friendly Composite Materials and Biomass in University of Gansu Province, College of Chemical Engineering, Northwest Minzu University, Lanzhou 730030, P. R. Ch
Wei XH; Key Laboratory of Environment-Friendly Composite Materials of the State Ethnic Affairs Commission, Key Laboratory for Utility of Environment-Friendly Composite Materials and Biomass in University of Gansu Province, College of Chemical Engineering, Northwest Minzu University, Lanzhou 730030, P. R. Ch
Su Q; Key Laboratory of Environment-Friendly Composite Materials of the State Ethnic Affairs Commission, Key Laboratory for Utility of Environment-Friendly Composite Materials and Biomass in University of Gansu Province, College of Chemical Engineering, Northwest Minzu University, Lanzhou 730030, P. R. Ch

J Org Chem ; 88(23): 16216-16228, 2023 Dec 01.

Article en En | MEDLINE | ID: mdl-37967376

ABSTRACT

ABSTRACT

An effective and economical acid-promoted three-component reaction for the construction of C-P and C-C bonds for the synthesis of Î³-ketophosphine oxides with water as the only byproduct was developed. Detailed mechanistic experiments confirmed that the reaction proceeds by phospha-aldol elimination, in which a benzylic carbocation is generated from the phosphorylation of aldehydes, which then reacts with ketone enolates under acidic conditions.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2023 Tipo del documento: Article