Synthesis and Optical Properties of Alkaloid Quindoline, Its Structural Analogues and Substituted delta-Carbolines

Synthesis and Optical Properties of Alkaloid Quindoline, Its Structural Analogues and Substituted delta-Carbolines Full article

Journal

ChemistrySelect
ISSN: 2365-6549

Output data

Year: 2019, Volume: 4, Number: 5, Pages: 1696-1699 Pages count : 4 DOI: 10.1002/slct.201803515

Tags

Cadogan cyclization; delta-carboline; fluorescence; nitropyridine; quindoline

Authors

Shuvalov Vladislav Yu ^1,2 , Rupp Anna S. ¹ , Fisyuk Alexander S. ^1,2 , Kuratova Anna K. ¹ , Nefedov Andrey A. ³ , Sagitullina Galina P. ¹

Affiliations

1	(Данные Web of science) FM Dostoevsky Omsk State Univ, Dept Organ Chem, 55a Mira Ave, Omsk 644077, Russia
2	(Данные Web of science) Omsk State Tech Univ, Lab New Organ Mat, 11 Mira Ave, Omsk 644050, Russia
3	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Inst Organ Chem, Siberian Branch, 9 Lavrentiev Ave, Novosibirsk 630090, Russia

Alkaloid quindoline, its structural analogues and delta-carbolines were obtained through the Cadogan reaction using DPPE under solvent-free conditions as a key stage of the synthesis. Various o-nitroarylpyridines prepared by one-pot synthesis from nitroacetophenones, methyl orthoformate and acetoacetic ester enamine were used as starting materials for the preparation of delta-carbolines. 2-Aryl-3-nitro-5,6,7,8-tetrahydroquinolines obtained by reacting 2-hydroxymethylenecyclohexanone with nitroacetophenones enamines were used for the synthesis of quindoline and its structural analogs. A relationship between the structure and optical properties of the synthesized compounds was found.

Shuvalov V.Y. , Rupp A.S. , Fisyuk A.S. , Kuratova A.K. , Nefedov A.A. , Sagitullina G.P.
Synthesis and Optical Properties of Alkaloid Quindoline, Its Structural Analogues and Substituted delta-Carbolines
ChemistrySelect. 2019. V.4. N5. P.1696-1699. DOI: 10.1002/slct.201803515 WOS Scopus РИНЦ

Published online:	Feb 4, 2019
Published print:	Feb 7, 2019

Web of science	WOS:000458164500018
Scopus	2-s2.0-85061188531
Elibrary	38680910
OpenAlex	W2912886200