1067892-80-1Relevant articles and documents
Study on the reactions of acetylenic aldehydes with dimethyl phosphite in basic media: Phosphonate-phosphate rearrangement versus 5-exo-dig cyclization reactions
Cikotiene, Inga,Buksnaitiene, Rita
, p. 2719 - 2726 (2013/01/15)
Tandem reactions of various acetylenic aldehydes with dimethyl phosphite in basic media were investigated. It was shown that in the case of a non-activated triple bond of the starting materials, the well-known Pudovik reaction followed by a subsequent phosphonate-phosphate rearrangement took place. On the other hand when the triple bond of the starting materials is activated by electron-withdrawing heterocycles, a smooth and regioselective tandem 5-exo-dig cyclization reactions becomes possible.
The first tandem acetalization/5-exo-dig cyclization of 6-phenylethynylpyrimidine-5-carbaldehydes: Efficient synthesis of 5-alkoxy-(7Z)-7-benzylidene-5,7-dihydrofuro[3,4-d]pyrimidines
Cikotiene, Inga,Morkunas, Marius,Motiejaitis, Dainius,Rudys, Simonas,Brukstus, Algirdas
experimental part, p. 1693 - 1697 (2009/04/07)
The first example of catalyst-free tandem acetalization/ 5-exo-dig cyclization reactions of 6-phenylethynylpyrimidine-5-carbaldehydes is presented. Efficient novel synthesis of 5,7-dihy-drofuro[3,4-d]pyrimidine core is described. Thieme Stuttgart.