A Four-Component Cascade C-H Functionalization/Cyclization/Nucleophilic Substitution Reaction To Construct &#945;-Functionalized Tetrahydroquinolines by the Strategy of in Situ Directing Group Formation.

Bai, Peng; Li, Ya-Qiong; Huang, Zhi-Zhen

A Four-Component Cascade C-H Functionalization/Cyclization/Nucleophilic Substitution Reaction To Construct α-Functionalized Tetrahydroquinolines by the Strategy of in Situ Directing Group Formation.

Bai, Peng; Li, Ya-Qiong; Huang, Zhi-Zhen.

Afiliación

Bai P; Department of Chemistry, Zhejiang University , Hangzhou, 310028, P. R. China.
Li YQ; Department of Chemistry, Zhejiang University , Hangzhou, 310028, P. R. China.
Huang ZZ; Department of Chemistry, Zhejiang University , Hangzhou, 310028, P. R. China.

Org Lett ; 19(6): 1374-1377, 2017 03 17.

Article en En | MEDLINE | ID: mdl-28256839

RESUMEN

A four-component cascade C-H functionalization/cyclization/nucleophilic substitution reactions of anilines, carboxylic anhydrides, propenol, and alkohols have been developed by a strategy of in situ directing group formation, affording an efficient and convenient synthesis of α-alkoxyl tetrahydroquinolines from basic starting materials. A plausible mechanism involving rhodium(III) catalytic C-H functionalization and double nucleophilic attacks is proposed. The nucleophilicity order of some alcohols is also obtained for the cascade reaction.

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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2017 Tipo del documento: Article Pais de publicación: Estados Unidos

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