Rapid access to diverse, trifluoromethyl-substituted alkenes using complementary strategies† †Electronic supplementary information (ESI) available. CCDC 1811877, 1817386–1817390. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc05420c

Autor: Phelan, James P., Wiles, Rebecca J., Lang, Simon B., Kelly, Christopher B., Molander, Gary A.
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Zdroj: Chemical Science
ISSN: 2041-6539
2041-6520
Popis: Herein describes two complementary methods, a one-step cross-coupling and the functionalization of a ‘masked’ functionality, to access diverse trifluoromethyl alkenes.
Two synergistic approaches to the facile assembly of complex α-trifluoromethyl alkenes are described. Using α-trifluoromethyl-β-silyl alcohols as masked trifluoromethyl alkenes, cross-coupling or related functionalization processes at distal electrophilic sites can be executed without inducing Peterson elimination. Subsequent Lewis acidic activation affords functionalized α-trifluoromethyl alkenes. Likewise, the development of a novel α-trifluoromethylvinyl trifluoroborate reagent complements this approach and allows a one-step cross-coupling of (hetero)aryl halides to access a broad array of complex α-trifluoromethyl alkenes.
Databáze: OpenAIRE