1019840-98-2Relevant academic research and scientific papers
Ionic liquids, microwave irradiation, and the synthesis of aryl Weinreb amides
Otaibi, Ahmed Al,McCluskey, Adam
, p. 519 - 525 (2017/12/15)
Abstract: The Heck coupling of aryl halides and N-methoxy-N-methylacrylamide was investigated in the room-temperature ionic liquids [BMIM][PF6], [BMIM][Br], [BMIM][BF4], [BMIM][OH], [BMIM][HCOO], EAN, PAN, and ETAN. Excellent yields of the expected N-methoxy-N-methylcinnamamides (ca 90%) and purity (>?96%) were afforded on simple diethyl ether extraction from [BMIM][PF6] and [BMIM][OH]. The described procedure was highly substrate tolerant with methyl, methoxy, fluoro, trifluoromethyl, ester, cyano, hydroxy, naphthyl, and quinolone moieties well tolerated. Poor yields or no reactions were observed with –NH2 and –NO2 moieties. The use of microwave irradiation reduced reaction times from 3?h (thermal) to 5–15?min with no substantive effect on reaction outcome. Graphical abstract: [Figure not available: see fulltext.].
Stereoselective double friedel-crafts alkylation of indoles with divinyl ketones
Silvanus, Andrew C.,Heffernan, Stephen J.,Liptrot, David J.,Kociok-Koehn, Gabriele,Andrews, Benjamin I.,Carbery, David R.
supporting information; experimental part, p. 1175 - 1178 (2009/08/07)
A tandem double Friedel-Crafts reaction of indoles and nonsymmetrical divinyl ketones has been achieved. The tandem reaction forms complex [6-5-7]-tricyclic indoles in excellent yields. The reaction is completely regioselective and offers high levels of s
Asymmetric Ni-catalyzed conjugate allylation of activated enones
Sieber, Joshua D.,Morken, James P.
, p. 4978 - 4983 (2008/09/20)
The nickel-catalyzed enantioselective addition of allylboronic acid pinacol ester, allylB(pin), is described. This reaction is highly effective with dialkylidene ketones and favors the allylation of the benzylidene site in nonsymmetric substrates. The rea
