title: Mg-Prompted Polyfluoroarene C-H Functionalization: Formal Synthesis of Transfluthrin, Fenfluthrin, and Tefluthrin.
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.
authors.affiliation: Key laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU) , Xi'an 710062, China.
authors.forename: Xuejiao
authors.initials: X
authors.lastname: Jia
authors.affiliation: Key laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU) , Xi'an 710062, China.
authors.forename: Junya
authors.initials: J
authors.lastname: Wang
authors.affiliation: Key laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU) , Xi'an 710062, China.
authors.forename: Xue
authors.initials: X
authors.lastname: Ding
authors.affiliation: Key laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU) , Xi'an 710062, China.
authors.forename: Jun
authors.initials: J
authors.lastname: Yang
authors.affiliation: Key laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU) , Xi'an 710062, China.
authors.forename: Nan
authors.initials: N
authors.lastname: Li
authors.affiliation: Key laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU) , Xi'an 710062, China.
authors.forename: Na
authors.initials: N
authors.lastname: Zhao
authors.affiliation: Key laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University (SNNU) , Xi'an 710062, China.
authors.forename: Zhiyan
authors.initials: Z
authors.lastname: Huang
mesh_terms: D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D005464:Fluorobenzenes / Q000138:chemical synthesis* / Q000737:chemistry; D006860:Hydrogen Bonding; D008274:Magnesium / Q000737:chemistry*; D011722:Pyrethrins / Q000138:chemical synthesis* / Q000737:chemistry; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D005464:Fluorobenzenes; D011722:Pyrethrins; D028561:Transition Elements; C047220:fenfluthrin; D008274:Magnesium; C560613:transfluthrin