16251-57-3Relevant articles and documents
Synthesis and some properties of 2,3-dihydrofuro[2,3-b]quinol-4-one
Marchenko,Granik
, p. 56 - 58 (1982)
The reaction of O-ethylbutyrolactonium tetrafluoroborate with ethyl anthranilate gave the corresponding imido ester, which undergoes cyclization to a furo[2,3-b]-quinol-4-one derivative when it is heated in a solution of sodium butoxide. When the latter product is heated in diphenyl oxide, it is converted to a furo[3,2-c]-quinol-2-one derivative.
A General and Practicable Synthesis of Polycyclic Heteroaromatic Compounds. Part 4. A Rationale for the Mechanism of the Synthesis
Asherson, Janet L.,Bilgic, Orhan,Young, Douglas W.
, p. 3041 - 3047 (2007/10/02)
Studies on aspects of the mechanism of our general synthesis of polycyclic heteroaromatic compounds suggest that the reaction sequence outlined in Scheme 2 is followed.Under the conditions of our synthesis, the ortho-rearrangement (8) --> (9) is preferred to the para-rearrangement which is known to occur in acid conditions.Aniline Mannich bases (29) are converted to benzacridines (30) in an intermolecular reaction.The synthesis appears to be restricted to substrates where the putative intermediate (9) is not part of an amide group.In the course of these studies effective syntheses of the tricyclic compounds (24) and (25) have been discovered.
