Cited by Efficient, One-Pot Synthesis of 5,6-Dihydro[2,1-a]isoquinolines

Unifying the Absolute Configuration of Dibenzopyrrocoline Alkaloids with Relative Configuration Revision of Cryptowolinol and Description of Isocryptaustoline from Cryptocarya oubatchensis DOI

Rany B. Mbeng Obame,

Sidney Gallard,

Sacha Gibert

et al.

Journal of Natural Products, Journal Year: 2025, Volume and Issue: unknown

Published: March 31, 2025

Dibenzopyrrocoline alkaloids, found in lauraceous and hernandiaceous plants, have been studied since the 1950s. The absolute configuration of these including cryptaustoline, has a topic debate due to conflicting studies. Having our laboratory some authentic samples dibenzopyrrocoline-type Cryptocarya we decided reinvestigate their using modern spectroscopic techniques along with TDDFT calculations. NMR reinvestigation sample cryptowolinol led us revise its relative ML-J-DP4 DP4+ analyses. Moreover, all dibenzopyrrocoline alkaloids reported date benefitted from complete re-evaluation based on comparison TDDFT-SR TDDFT-ECD predictions leading unified configuration. At last, this patrimonial unveiled historical corresponding heretofore unpublished alkaloid, which named isocryptaustoline. reisolation molecule total alkaloid extract oubatchensis makes it genuine natural product.

Language: Английский

Citations

Enantioselective Construction of Chiral THIQUINOL and Its Derivatives via Chiral Phosphoric Acid Catalysis DOI

Yongbiao Guo, Ye Zhang, Lina Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(17), P. 3569 - 3574

Published: April 22, 2024

The first catalytic enantioselective construction of chiral THIQUINOL and its derivatives has been accomplished through a phosphoric-acid-catalyzed direct aza-Friedel–Crafts reaction 3,4-dihydroisoquinolines with 2-naphthols/anthracen-2-ols/phenanthren-9-ol. This method offers powerful straightforward synthetic route toward good to excellent yields enantioselectivities. These structural motifs are crucial components for further transformations into established or potential ligands catalysis.

Language: Английский

Citations

New Heterocyclization Reactions with Malononitrile Dimer DOI

A. O. Kurskova,

B. S. Krivokolysko,

В. В. Доценко

et al.

Russian Journal of General Chemistry, Journal Year: 2024, Volume and Issue: 94(5), P. 1113 - 1126

Published: May 1, 2024

Language: Английский

Citations

Efficient, One-Pot Synthesis of 5,6-Dihydro[2,1-a]isoquinolines DOI

Paul Richardson

Synfacts, Journal Year: 2024, Volume and Issue: 20(06), P. 0576 - 0576

Published: May 14, 2024

Key words isoquinoline core - multicomponent reaction malononitrile microwave

Language: Английский

Citations