Synthesis of hybrid molecules containing pyrimidine and diterpene alkaloid lappaconitine fragments. / Cheremnykh, Kirill P.; Savel’ev, Viktor; Shkurko, Oleg P. et al.
In: Chemistry of Heterocyclic Compounds, Vol. 54, No. 12, 18.01.2019, p. 1131-1138.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Synthesis of hybrid molecules containing pyrimidine and diterpene alkaloid lappaconitine fragments
AU - Cheremnykh, Kirill P.
AU - Savel’ev, Viktor
AU - Shkurko, Oleg P.
AU - Shults, Elvira E.
N1 - Publisher Copyright: © 2019, Springer Science+Business Media, LLC, part of Springer Nature.
PY - 2019/1/18
Y1 - 2019/1/18
N2 - 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.
AB - 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.
KW - alkaloids
KW - alkynes
KW - amidines
KW - cross coupling
KW - one-pot synthesis
KW - pyrimidines
KW - DESIGN
KW - ALTAI
KW - FLORA
KW - MODE
KW - BIOLOGICAL EVALUATION
KW - AGENTS
KW - INHIBITORS
UR - http://www.scopus.com/inward/record.url?scp=85060186594&partnerID=8YFLogxK
U2 - 10.1007/s10593-019-02404-w
DO - 10.1007/s10593-019-02404-w
M3 - Article
AN - SCOPUS:85060186594
VL - 54
SP - 1131
EP - 1138
JO - Chemistry of Heterocyclic Compounds
JF - Chemistry of Heterocyclic Compounds
SN - 0009-3122
IS - 12
ER -
ID: 18297483