Synthesis of hybrid molecules containing pyrimidine and diterpene alkaloid lappaconitine fragments

Synthesis of hybrid molecules containing pyrimidine and diterpene alkaloid lappaconitine fragments Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 0009-3122 , E-ISSN: 1573-8353

Output data

Year: 2018, Volume: 54, Number: 12, Pages: 1131-1138 Pages count : 8 DOI: 10.1007/s10593-019-02404-w

Tags

alkaloids; alkynes; amidines; pyrimidines; cross coupling; one-pot synthesis

Authors

Cheremnykh Kirill P. ¹ , Savel'ev Viktor A. ¹ , Shkurko Oleg P. ¹ , Shults Elvira E. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, NN Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, 9 Akad Lavrentieva Ave, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, 1 Pirogova St, Novosibirsk 630090, Russia

The cross coupling of 5'-ethynyllappaconitine with benzoic acid chlorides under the conditions of the Sonogashira reaction in benzene leads to the corresponding 5-alkynones. By condensation of the obtained 5'-alkynones with amidines, compounds with hybrid structure containing fragments of a diterpene alkaloid and pyrimidine were synthesized. The yields of the target compounds were 67-90%. The possibility of carrying out the cross coupling - condensation reaction as a one-pot synthesis is demonstrated.

Cheremnykh K.P. , Savel'ev V.A. , Shkurko O.P. , Shults E.E.
Synthesis of hybrid molecules containing pyrimidine and diterpene alkaloid lappaconitine fragments
Chemistry of Heterocyclic Compounds. 2018. V.54. N12. P.1131-1138. DOI: 10.1007/s10593-019-02404-w WOS Scopus РИНЦ

Published print:	Dec 1, 2018
Published online:	Jan 18, 2019

Web of science	WOS:000461553300008
Scopus	2-s2.0-85060186594
Elibrary	38667200
OpenAlex	W2909181259