75187-45-0Relevant academic research and scientific papers
Synthesis of new pyrrolo[3,2-l]acridinones and pyrrolo[3,2-c][1,8]naphthyridinones by condensation of methoxybenzenes or phenols with isobutyric aldehyde and o-aminonitriles
Rozhkova, Yuliya S.,Vshivkova, Tatyana S.,Morozov, Vyacheslav V.,Zhulanov, Vladimir E.,Gorbunov, Aleksei A.,Shklyaev, Yurii V.
, p. 1228 - 1241 (2017)
A reaction of methoxybenzenes or phenols with isobutyric aldehyde and 2-amino-5-nitro- or 2-amino-4-chlorobenzonitriles in concentrated H2SO4 medium was used for the preparation of new pyrrolo[3,2-l]acridinone derivatives. Analogous
Acylation of aromatic substrates with ketenes. An example of vinyl oxocation reactivity.
Fountain, K.R.,Heinze, Pamela,Sherwood, Mark,Maddex, Dave,Gerhardt, Greg
, p. 1198 - 1205 (2007/10/02)
Acylations of aromatic substrates with ketenes involve the reactivity of species similar to vinyl cations.Resonance stabilization of ketene-aluminum chloride complexes seems to make these complexes less reactive than corresponding vinyl cations.The kinetic isotope effect of the reaction with dimethylketene and benzene is 1.06, compatible with vinylcation cases, but not with acylation with CH3COBF4 types of electrophiles.Substrate specificity was determined from k (toluene)/k (benzene) values.It was 47.2 for dimethylketene and 173.7 for diphenylketene.The diphenylketene-aluminum chloride complex could be isolated.
