Organic and Biomolecular Chemistry, volume 18, issue 35, pages 6905-6911
Diastereodivergent synthesis of dispiroheterocyclic structures comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties
Alexei N Izmestev
1, 2, 3, 4, 5
,
Galina A. Gazieva
1, 2, 3, 4, 5
,
Valentina A Karnoukhova
3, 4, 5, 6, 7
,
3
RUSSIAN ACADEMY OF SCIENCES
4
Moscow 119991
5
RUSSIAN FEDERATION
|
Publication type: Journal Article
Publication date: 2020-08-24
Journal:
Organic and Biomolecular Chemistry
Quartile SCImago
Q1
Quartile WOS
Q2
Impact factor: 3.2
ISSN: 14770520, 14770539
PubMed ID:
32856678
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Highly diastereoselective methods for the synthesis of two different diastereomers of polynuclear dispiroheterocyclic compounds with five chiral centers comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties (dispiro[imidazo[4,5-e]thiazolo[2,3-c]-1,2,4-triazine-7,3'-pyrrolidine-2',3''-indoles]) have been developed on the basis of a dipolar cycloaddition of azomethine ylides to benzylidene derivatives of imidazothiazolotriazines and an alkali-induced rearrangement of the thiazolotriazine fragment. The different sequence of the cycloaddition and rearrangement stages allows us to perform the targeted synthesis of two diastereomerically pure products from the same starting compounds.
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Izmestev A. N. et al. Diastereodivergent synthesis of dispiroheterocyclic structures comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties // Organic and Biomolecular Chemistry. 2020. Vol. 18. No. 35. pp. 6905-6911.
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Izmestev A. N., Gazieva G. A., Karnoukhova V. A., Kravchenko A. N. Diastereodivergent synthesis of dispiroheterocyclic structures comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties // Organic and Biomolecular Chemistry. 2020. Vol. 18. No. 35. pp. 6905-6911.
Cite this
RIS
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TY - JOUR
DO - 10.1039/D0OB01628D
UR - https://xlink.rsc.org/?DOI=D0OB01628D
TI - Diastereodivergent synthesis of dispiroheterocyclic structures comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties
T2 - Organic and Biomolecular Chemistry
AU - Izmestev, Alexei N
AU - Gazieva, Galina A.
AU - Karnoukhova, Valentina A
AU - Kravchenko, Angelina N.
PY - 2020
DA - 2020/08/24
PB - Royal Society of Chemistry (RSC)
SP - 6905-6911
IS - 35
VL - 18
PMID - 32856678
SN - 1477-0520
SN - 1477-0539
ER -
Cite this
BibTex
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@article{2020_Izmestev,
author = {Alexei N Izmestev and Galina A. Gazieva and Valentina A Karnoukhova and Angelina N. Kravchenko},
title = {Diastereodivergent synthesis of dispiroheterocyclic structures comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties},
journal = {Organic and Biomolecular Chemistry},
year = {2020},
volume = {18},
publisher = {Royal Society of Chemistry (RSC)},
month = {aug},
url = {https://xlink.rsc.org/?DOI=D0OB01628D},
number = {35},
pages = {6905--6911},
doi = {10.1039/D0OB01628D}
}
Cite this
MLA
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Izmestev, Alexei N., et al. “Diastereodivergent synthesis of dispiroheterocyclic structures comprising pyrrolidinyloxindole and imidazothiazolotriazine moieties.” Organic and Biomolecular Chemistry, vol. 18, no. 35, Aug. 2020, pp. 6905-6911. https://xlink.rsc.org/?DOI=D0OB01628D.