Tetrahedron p. 803 - 812 (1989)
Update date:2022-08-05
Topics:
Frissen, A. E.
Marcelis, A. T. M.
Plas, H. C. van der
Pyrimidines carrying an ω-alkyne side-chain -XCH2CH2CCH (X=O,N,S,SO,SO2) at the 2 or 5 position undergo intramolecular inverse electron demand Diels-Alder reactions across the C-2 and C-5 positions; elimination of hydrogen (or alkyl) cyanide from the intermediate adducts leads to condensed pyridines.The influence of the hetero atom (X) in the dienophilic side-chain and that of substituents in the pyrimidine ring on the reactivity is discussed.
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Doi:10.1515/BC.2010.002
(2010)Doi:10.1016/j.tet.2010.09.038
(2010)Doi:10.1055/s-0029-1217116
(2010)Doi:10.1002/poc.1884
(2012)Doi:10.1055/s-1989-27202
(1989)Doi:10.1002/ardp.19893220306
(1989)
