Oxidative 3,3,3-trifluoropropylation of arylaldehydes

Autor:	Akari Ikeda, Masaaki Omote, Shiho Nomura, Miyuu Tanaka, Atsushi Tarui, Kazuyuki Sato, Akira Ando
Jazyk:	angličtina
Rok vydání:	2013
Předmět:	cesium fluoride organo-fluorine 1 3-proton shift trifluoromethyl 3 3 3-trifluoropropenyl Science Organic chemistry QD241-441
Zdroj:	Beilstein Journal of Organic Chemistry, Vol 9, Iss 1, Pp 2417-2421 (2013)
Druh dokumentu:	article
ISSN:	1860-5397
DOI:	10.3762/bjoc.9.279
Popis:	A reaction between (E)-trimethyl(3,3,3-trifluoroprop-1-en-1-yl)silane (1) and arylaldehydes 2 was triggered by fluoride anions to afford aryl 3,3,3-trifluoropropyl ketones 3 in moderate to good yield. A mechanistic study of this reaction indicated that it occurred via an allyl alkoxide (4). A subsequent 1,3-proton shift of the benzylic proton of 4 forms 3. This reaction involves oxidative 3,3,3-trifluoropropylation of an arylaldehyde to afford 4,4,4-trifluoro-1-arylbutan-1-one.
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/34bc8043517145ab8f633f31f093e322 Zobrazit plný text záznamu View record in DOAJ