Rapid access to diverse, trifluoromethyl-substituted alkenes using complementary strategies

Autor:	Simon B. Lang, Gary A. Molander, James P. Phelan, Rebecca J. Wiles, Christopher B. Kelly
Rok vydání:	2018
Předmět:	chemistry.chemical_compound Trifluoromethyl 010405 organic chemistry Chemistry Reagent Aryl Electrophile Rapid access General Chemistry 010402 general chemistry 01 natural sciences Combinatorial chemistry 0104 chemical sciences
Zdroj:	Chemical Science. 9:3215-3220
ISSN:	2041-6539 2041-6520
DOI:	10.1039/c7sc05420c
Popis:	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
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