Mg-Prompted Polyfluoroarene C-H Functionalization: Formal Synthesis of Transfluthrin, Fenfluthrin, and Tefluthrin.
J Org Chem
; 80(21): 10874-82, 2015 Nov 06.
Article
em En
| MEDLINE
| ID: mdl-26451955
ABSTRACT
Directing group and transition metal free C-H bond functionalization of a simple molecule is an ideal but challenging chemical transformation. Herein, we report a general Mg-prompted approach to synthesize versatile polyfluoroaryl carbinols at ambient temperature via polyfluoroarene C-H bond addition to aldehydes, which featured excellent monoaddition selectivity and broad functional group compatibility. The usefulness of this practical and efficient method was demonstrated in gram-scale formal synthesis of pyrethroid insecticides transfluthrin, tefluthrin, and fenfluthrin.
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Base de dados:
MEDLINE
Assunto principal:
Piretrinas
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Ciclopropanos
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Elementos de Transição
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Fluorbenzenos
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Magnésio
Idioma:
En
Ano de publicação:
2015
Tipo de documento:
Article