Unprecedented One-Pot Sequence for the Synthesis of Tetrahydroquinoline Alkaloids and Preliminary Evaluation of their Antibacterial Activity

• Published in: Journal of the Brazilian Chemical Society Vol. 29; no. 12; pp. 2646 - 2656
• Main Authors: Diaz-Muñoz, Gaspar, Miranda, Izabel, Sartori, Suélen, Dias, Gabriel, Kohlhoff, Markus, Purgato, Gislaine, Diaz, Marisa
• Format: Journal Article
• Language: English
• Published: Sociedade Brasileira de Química 01.12.2018
• Subjects: CHEMISTRY, MULTIDISCIPLINARY; Wittig reaction; antibacterial activity; tetrahydroquinoline alkaloids; solvolytic N-methylation

A novel one-pot sequence (in 2 or 3 steps) was developed for the synthesis of the tetrahydroquinoline alkaloids (±)-galipinine, (±)-cuspareine, (±)-galipeine and (±)-angustureine, and the derivative (±)-11-methoxy-5,6,6a,7,8,13-hexahydro-13a-aza-benzo[5,6]cyclohepta [1,2-a]naphthalene-12-ol from the...