An efficient one-pot three-step domino synthesis of substituted bis(pyrazino[2 ',3 ':4,5]thieno[3,2-d]pyrimidin-4(3H)-ones)

作者：Blanco Gerardo; Fernandez Mato Antonio; Quintela Jose M^*; Peinador Carlos

来源：Tetrahedron, 2008, 64(49): 11136-11143.

DOI：10.1016/j.tet.2008.09.067

• Nitrogen heterocycles
• Domino reactions
• Aza-Wittig reaction
• Pyrazinothienopyrimidine

A convenient and efficient one-pot three-step domino approach to bis(pyrazinothienopyrimidinones) from ethyl 3-(triphenylphosphoranylideneamino)-thieno[2,3-b]pyrazine-6-carboxylate 1 has been developed. In this method, treatment of phosphazene 1 with a mixture of isocyanates, nitrogen, sulfur, and oxygen bis(nucleophiles) and K2CO3 in refluxing THF regioselectively furnishes the corresponding bis (pyrazino[2',3':4,5]thieno[3,2-d]pyrimid in-4(3H)-ones) in satisfactory to good yields. This methodology is highly versatile and efficient for the generation of these functionalized bis(triheterocyclic) compounds that are not readily available by other synthetic methods.

• 出版日期2008-12-1