ChemInform Abstract: CHEMISTRY OF LACTIM ETHERS: PART II. REACTIONS WITH AMINES AND CARBANIONS

Abstract

Die Reaktionen der Lactimether und ‐thioether (II), (V) und (VIII) mit verschiedenen Nucleophilen werden untersucht.

γ-Carbolines and their hydrogenated derivatives. 2.* Hydrogenated derivatives of γ-carbolines: methods of synthesis (review)

“…The transformations take place under fairly mild conditions and with good yields of the required tetrahydro-γ-carboline compounds not substituted at positions 2 and 5 [17,22,[84][85][86][87] Intramolecular condensation takes place fairly smoothly both in an acetate buffer (pH 4.7) at room temperature [22] and when solutions of the isotryptamines hydrochlorides in the benzene-ethanol-water ternary system are boiled [84]. If glyoxalic acid is used it is possible to obtain tetrahydro-γ-carboline-1-carboxylic acid with a good yield from isotryptamines under very mild conditions [86]. In the case of 1-unsubstituted isotryptamines Pictet-Spengler condensation with formaldehyde leads to the preferential formation of a 5-hydroxymethylated tetrahydro-γ-carboline derivative, which is hydrolyzed in an alkaline medium to 5-unsubstituted tetrahydro-γ-carboline with the formation of a small amount of the dimeric compound 31 [88].…”

One-Pot Synthesis of Heterocyclic β-Chlorovinyl Aldehydes Using Vilsmeier Reagent

“…β-Chlorovinyl aldehydes are versatile intermediates in organic synthesis. There is a wealth of patent literature on the use of the 2-carboxaldehydes of five-membered benzfused heterocycles in the preparation of lipoxygenase inhibitors,2a antitumor agents,2b psychotropics,2c organoleptic agents,2d serotoninergic antagonist pyrimidoindolone derivatives,2e and fungicides 2f among other drug classes.…”