Borazine-CF3- Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation.

TitleBorazine-CF3- Adducts for Rapid, Room Temperature, and Broad Scope Trifluoromethylation.
Publication TypeJournal Article
Year of Publication2018
AuthorsGeri JB, Wolfe MMWade, Szymczak NK
JournalAngew Chem Int Ed Engl
Volume57
Issue5
Pagination1381-1385
Date Published2018 01 26
ISSN1521-3773
Abstract

A fluoroform-derived borazine CF3- transfer reagent is used to effect rapid nucleophilic reactions in the absence of additives, within minutes at 25 °C. Inorganic electrophiles spanning seven groups of the periodic table can be trifluoromethylated in high yield, including transition metals used for catalytic trifluoromethylation. Organic electrophiles included (hetero)arenes, enabling C-H and C-X trifluoromethylation reactions. Mechanistic analysis supports a dissociative mechanism for CF3- transfer, and cation modification afforded a reagent with enhanced stability.

DOI10.1002/anie.201711316
Alternate JournalAngew Chem Int Ed Engl
PubMed ID29205733