1350934-39-2Relevant academic research and scientific papers
Formation of condensed 1 H-pyrrol-2-ylphosphonates and 1,2-dihydropyridin- 2-ylphosphonates via Kabachnik-fields reaction of acetylenic aldehydes and subsequent 5-exo-dig or 6-endo-dig cyclizations
Buk?naitienè, Rita,Urbanaitè, Aurelija,?ikotienè, Inga
, p. 6532 - 6553 (2014/08/05)
Kabachnik-Fields reactions of various carbocyclic or heterocyclic acetylenic aldehydes together with subsequent Lewis acid catalyzed cyclizations have been studied. It was found that 5-exo-dig versus 6-endo-dig cyclization mode strongly depends on the structure of starting materials. Thus, nonaromatic acetylenic α-anilinomethylphosphonates underwent gold(III)-catalyzed or iodine-mediated 5-exo-dig cyclization to 1H-pyrrol-2-ylphosphonates. In contrast, electron-withdrawing heteroaromatic substrates formed 1,2-dihydropyridin-2-ylphosphonate ring containing materials via an exclusive 6-endo-dig ring-closure process. The dual mode of cyclization is possible only for α-amino (2-alkynylphenyl)methylphosphonates containing a benzene ring.
Novel synthetic method of 2-(2-oxoethyl)-1 H -indole-3-carbaldehydes
Buksnaitiene, Rita,Cikotiene, Inga
supporting information; experimental part, p. 2529 - 2532 (2011/11/29)
The smooth and regioselective synthesis of 2-(2-oxo-ethyl)-1H-indole-3- carbaldehydes via silver-catalyzed 6-endo-dig acetalization-cyclization reaction followed by immediate hydrolysis of the unstable 1-alkoxypyrano[4,3-b]indole intermediates is describe
