Facile synthesis of 2-vinylindolines <i>via</i> a phosphine-mediated &#945;-umpolung/Wittig olefination/cyclization cascade process.

Li, Shuhui; Xu, Dan; Yao, Hui; Tan, Mengting; Li, Xiaoxuan; Liu, Mingguo; Wang, Long; Huang, Nianyu; Wang, Nengzhong

Facile synthesis of 2-vinylindolines via a phosphine-mediated α-umpolung/Wittig olefination/cyclization cascade process.

Li, Shuhui; Xu, Dan; Yao, Hui; Tan, Mengting; Li, Xiaoxuan; Liu, Mingguo; Wang, Long; Huang, Nianyu; Wang, Nengzhong.

Afiliação

Li S; Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang Hubei 443002, China. yaohui@ctgu.edu.cn.
Xu D; Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang Hubei 443002, China. yaohui@ctgu.edu.cn.
Yao H; Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang Hubei 443002, China. yaohui@ctgu.edu.cn.
Tan M; Hubei Three Gorges Laboratory, Yichang Hubei 443007, China.
Li X; Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang Hubei 443002, China. yaohui@ctgu.edu.cn.
Liu M; Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang Hubei 443002, China. yaohui@ctgu.edu.cn.
Wang L; Hubei Key Laboratory of Natural Products Research and Development, College of Biological and Pharmaceutical Sciences, China Three Gorges University, Yichang Hubei 443002, China. yaohui@ctgu.edu.cn.
Huang N; Hubei Three Gorges Laboratory, Yichang Hubei 443007, China.
Wang N; College of Materials and Chemical Engineering, Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, China Three Gorges University, Yichang Hubei 443002, China.

Chem Commun (Camb) ; 60(53): 6773-6776, 2024 Jun 27.

Article em En | MEDLINE | ID: mdl-38864654

ABSTRACT

ABSTRACT

A novel phosphine-mediated α-umpolung/Wittig olefination/cyclization cascade process between o-aminobenzaldehydes and Morita-Baylis-Hillman (MBH) carbonates has been ingeniously developed. This protocol serves as a practical tool for the facile synthesis of a broad range of 2-vinylindolines in moderate to good yields under mild reaction conditions. The applicability of this method was demonstrated with gram-scale reaction and various transformations of the corresponding product.

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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chem Commun (Camb) Assunto da revista: QUIMICA Ano de publicação: 2024 Tipo de documento: Article País de afiliação: China

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