77800-69-2Relevant academic research and scientific papers
2-AZABICYCLOHEPTANE-3,4-DIONES (3): LEWIS ACID CATALYSED RING EXPANSION OF 3-ETHOXY-Δ2-AZABICYCLOHEPTAN-4-ONES: SYNTHESIS OF 2-ETHOXY-3-AZATROPONES
Sano, Takehiro,Horiguchi, Yoshie,Kambe, Suetaka,Tsuda, Yoshisuke
, p. 363 - 366 (2007/10/02)
Treatment of 2-azabicycloheptane-3,4-dione imidic ester (6) with tin(IV) chloride gave the dihydroazatropolone 2-ethyl ethers (7) in moderate yields which were also obtained by reaction of dihydroazatropolones (2) with Meerwein reagent.DDQ oxidation of 7 gave 2-ethoxy-3-azatropones (8), which rearranged, on treatment with water, into ethyl pyridine 2-carboxylate (10).Spectroscopic data of azatropolone 2-ethyl ethers were also described.
