Acid-catalyzed cascade rearrangement of 4-acetoxy-9-furylnaphtho[2,3-b]furans

作者：Fin'ko Alexander V; Babikov Valery O; Pilipenko Arkady S; Abaev Vladimir T; Trushkov Igor V^*; Butin Alexander V

来源：Monatshefte fur Chemie, 2013, 144(11): 1711-1723.

DOI：10.1007/s00706-013-1075-7

• Heterocycles
• Protonation
• Recyclization
• Reaction mechanisms
• Density functional theory

Acid-catalyzed recyclization of 4-acetoxy-9-furylnaphtho[2,3-b]furans efficiently produced naphtho[1,2-b:3,4-b']difurans. On the other hand, 4-aminonaphtho[2,3-b]furans failed to undergo the analogous recyclization into benzo[g]furo[2,3-e]indoles. The difference in behavior of these two types of substrates was explained by employing density functional theory calculations.

• 出版日期2013-11