528861-97-4Relevant articles and documents
An alternate approach to quinoline architecture via Baylis-Hillman chemistry: SnCl2-mediated tandem reaction toward synthesis of 4-(substituted vinyl)-quinolines
Madapa, Sudharshan,Singh, Virender,Batra, Sanjay
, p. 8740 - 8747 (2006)
An alternate approach to densely substituted quinolines from the products of SN2 nucleophilic substitution reaction between the acetyl derivatives of the Baylis-Hillman adducts obtained from 2-nitrobenzaldehydes and the carbonyl group containin
Exploratory applications of 2-nitrobenzaldehyde-derived Morita–Baylis–Hillman adducts as synthons in the construction of drug-like scaffolds
Idahosa, Kenudi C.,Davies-Coleman, Michael T.,Kaye, Perry T.
, p. 417 - 430 (2019/01/24)
Morita–Baylis–Hillman adducts, prepared from 2-nitrobenzaldehyde precursors and either methyl acrylate or methyl vinyl ketone, have been used as critical synthons in the preparation of α-[(alkylamino)methyl]cinnamate esters and their but-3-en-2-one analogs, cinnamate ester-azidothymidine (AZT) conjugates, 2-quinolone and quinoline derivatives. Computer docking studies have been conducted to explore the potential of the cinnamate ester–AZT conjugates as potential dual-action HIV-1 integrase–reverse transcriptase (IN–RT) inhibitors. The results further demonstrate the applicability of Morita–Baylis–Hillman methodology in the construction of complex drug-like scaffolds.
The Baylis-Hillman approach to quinoline derivatives
Familoni, Oluwole B.,Klaas, Phindile J.,Lobb, Kevin A.,Pakade, Vusumzi E.,Kaye, Perry T.
, p. 3960 - 3965 (2008/09/18)
Baylis-Hillman reactions of 2-nitrobenzaldehydes with various activated alkenes afford adducts that undergo reductive cyclisation to quinoline derivatives. The chemo- and regioselectivity of cyclisation appears to be influenced by the choice of both the substrate and the reagent system, and competing reactions have been observed. The Royal Society of Chemistry 2006.
Unexpected products from the Fp2-catalyzed reductive cyclization of nitroaromatics bearing pendant unsaturation
O'Dell, David K.,Nicholas, Kenneth M.
, p. 747 - 754 (2007/10/03)
A representative o-nitroenone (Z=O) was cyclized by reduction with CO and [CpFe(CO)2]2 (Fp2) as the catalyst to give the corresponding 4-quinolone. In contrast, Baylis-Hillman adducts derived from o-nitrobenzaldehydes were
