112585-34-9Relevant academic research and scientific papers
Indoles, VI: Lactamisation of 4,9-Dihydropyranoindol-1(3H)-ones with Methylamine.- A New Synthetic Route to Strychnocarpine and its Derivatives
Lehmann, Jochen,Pohl, Ursula
, p. 411 - 414 (2007/10/02)
The lactamisation of the pyranoindolones 3a-g - available from 1 or 2 -represents a simple synthesis of strychnocarpine (4a) and its substituted derivatives 4b-g, 5b,c.Reduction gives the tetrahydro-β-carbolines 6a-d,f,h.
Lactones, XI: Syntheses of 4,9-Dihydropyrano-indol-1(3H)-ones from &α-Ethoxalyl-&γ-lactones
Lehmann, Jochen,Ghoneim, Khadiga M.,El-Fattah, Bothaina Abd,El-Gendy, Adel A.
, p. 22 - 29 (2007/10/02)
Cleavage and decarboxylation of the α-ethoxalyl-γ-lactones 1a-d followed by treatment with phenylhydrazines yield the hydrazones 4a-l, which can be rearranged to the indololactones 5a-m.Starting from the δ-lactones 6 and 10, the same reactions lead to indoles without lactone ring closure.
Lactones, XVI: Synthesis of 4,9-Dihydropyranoindol-1(3H)-ones from α-Ethoxalyl-δ-valerolactone
Lehmann, Jochen,Pohl, Ursula
, p. 1202 - 1209 (2007/10/02)
Treatment of α-ethoxalyl-δ-valerolactone (1) with diazotized anilines and indolization of the intermediate hydrazones 4 leads to the pyranoindolones 5.Compared to the recently reported reaction of α-ethoxalyl-γ-butyrolactone with arylhydrazines2), this synthesis is more versatile with regard to variation of substituents at the aromatic ring.Stereochemistry and reactivity of the α-arylhydrazonolactones are discussed.
