515160-06-2Relevant academic research and scientific papers
Synthesis of cinnamate ester-AZT conjugates as potential dual-action HIV-1 integrase and reverse transcriptase inhibitors
Olomola, Temitope O.,Klein, Rosalyn,Kaye, Perry T.
, p. 9449 - 9455 (2015/03/03)
Synthetic approaches to a series of novel cinnamate ester-AZT conjugates have been explored and a successful pathway has finally been developed. α-(Halomethyl)cinnamate esters, obtained in high yield by treating benzyl-protected salicylaldehde-derived Bay
Evaluation of Baylis-Hillman Routes to 3-(Aminomethyl)coumarin Derivatives
Olasupo, Idris,Rose, Nathan R.,Klein, Rosalyn,Adams, Luqman A.,Familoni, Oluwole B.,Kaye, Perry T.
, p. 251 - 258 (2013/12/04)
The relative merits of two different Baylis-Hillman approaches toward the preparation of coumarin derivatives, containing peptide-like side chains, have been explored. In one approach, use of methyl acrylate as the activated alkene requires a protecting group strategy, an approach that is not necessary when using tert-butyl acrylate. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]
Application of Baylis-Hillman methodology in the synthesis of coumarin derivatives
Kaye, Perry T.,Musa
, p. 1755 - 1770 (2007/10/03)
A general, chemoselective approach to 3-substituted coumarins via Baylis-Hillman reactions of O-benzylated salicylaldehyde precursors has been demonstrated. Competitive cyclization to chromene derivatives is inhibited by conjugate addition of benzylamine or piperidine to the α,β-unsaturated ester intermediates.
A convenient and improved Baylis-Hillman synthesis of 3-substututed 2H-1-benzopyran-2-ones
Kaye, Perry T.,Musa, Musiliyu A.
, p. 2701 - 2706 (2007/10/03)
Halogen acid-catalysed deprotection and cyclisation of Baylis-Hillman products obtained using O-benzylated salicylaldehyde precursors has been shown to afford 3-(halomethyl)coumarins (3-halomethyl-2H-1-benzopyran-2-ones) chemoselectively and in good yield.
