TMSOTf-Catalyzed C2-Sulfenylation of Indole Alkaloids Using <i>N</i>-Sulfenylsuccinimides: An Approach for the Total Synthesis of Isatindigotindolosides.

Ma, Shi-Jie; Qin, Yi-Han; Huang, Jie; Zhao, Si; Sun, Wen-Wu; Wu, Bin

TMSOTf-Catalyzed C2-Sulfenylation of Indole Alkaloids Using N-Sulfenylsuccinimides: An Approach for the Total Synthesis of Isatindigotindolosides.

Ma, Shi-Jie; Qin, Yi-Han; Huang, Jie; Zhao, Si; Sun, Wen-Wu; Wu, Bin.

Afiliación

Ma SJ; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China.
Qin YH; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China.
Huang J; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China.
Zhao S; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China.
Sun WW; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China.
Wu B; Key Laboratory of Analytical Chemistry of the State Ethnic Affairs Commission, South-Central Minzu University, Wuhan 430074, China.

J Org Chem ; 89(15): 10844-10853, 2024 Aug 02.

Article en En | MEDLINE | ID: mdl-39044363

ABSTRACT

ABSTRACT

A TMSOTf-catalyzed C2-sulfenylation of indole alkaloids with N-sulfenylsuccinimides has been developed. This straightforward, metal-free, and cost-effective catalytic system produces valuable 2-thioindole derivatives with yields ranging from moderate to excellent. The synthetic applicability demonstrated includes the total syntheses of isatindigotindolosides I-IV.

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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

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