Pyrimidine o-quinodimethanes: Formation of 1:1 and 2:1 adducts with dienophiles

DOI: 10.1016/0040-4039(93)88125-3

Source and publish data:

Tetrahedron Letters p. 6639 - 6642 (1993)

Update date:2022-08-31

Topics:

Authors:

Tome Tome

Cavaleiro

Storr Storr

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Article abstract of DOI:10.1016/0040-4039(93)88125-3

Pyrimidine fused dihydrothiophene S,S-dioxides 7 undergo thermal elimination of sulfur dioxide to give the pyrimidine o-quinodimethanes 8 which can be intercepted in Diels-Alder reactions to give substituted 5,6,7,8-tetrahydroquinazolines; these form cyclooctapyrimidines on heating with more dienophile.

Full text of DOI:10.1016/0040-4039(93)88125-3

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