An isoxazole strategy for the synthesis of alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylates - versatile building blocks for assembling pyrrolo-fused heterocycles
Тип публикации: Journal Article
Дата публикации: 2021-02-02
scimago Q2
wos Q2
БС1
SJR: 0.600
CiteScore: 5.2
Impact factor: 2.7
ISSN: 14770520, 14770539
PubMed ID:
33566047
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
A full atom-economical domino method has been developed for the preparation of alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylates by transannulation of 5-alkoxyisoxazoles with malononitrile under Fe(II) catalysis. Alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylates are excellent building blocks for various annulation reactions, leading to new derivatives of 1H-pyrrolo[1,2-a]imidazole and pyrrolo[2,3-d]pyrimidine. The DFT calculations of mechanistic details of alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylate formation are presented.
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Agafonova A. V. et al. An isoxazole strategy for the synthesis of alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylates - versatile building blocks for assembling pyrrolo-fused heterocycles // Organic and Biomolecular Chemistry. 2021. Vol. 19. No. 9. pp. 1976-1984.
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Agafonova A. V., Funt L. D., Novikov M. S., Khlebnikov A. F. An isoxazole strategy for the synthesis of alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylates - versatile building blocks for assembling pyrrolo-fused heterocycles // Organic and Biomolecular Chemistry. 2021. Vol. 19. No. 9. pp. 1976-1984.
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TY - JOUR
DO - 10.1039/d1ob00053e
UR - https://xlink.rsc.org/?DOI=D1OB00053E
TI - An isoxazole strategy for the synthesis of alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylates - versatile building blocks for assembling pyrrolo-fused heterocycles
T2 - Organic and Biomolecular Chemistry
AU - Agafonova, Anastasiya V
AU - Funt, Liya D
AU - Novikov, Mikhail S.
AU - Khlebnikov, Alexander F
PY - 2021
DA - 2021/02/02
PB - Royal Society of Chemistry (RSC)
SP - 1976-1984
IS - 9
VL - 19
PMID - 33566047
SN - 1477-0520
SN - 1477-0539
ER -
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@article{2021_Agafonova,
author = {Anastasiya V Agafonova and Liya D Funt and Mikhail S. Novikov and Alexander F Khlebnikov},
title = {An isoxazole strategy for the synthesis of alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylates - versatile building blocks for assembling pyrrolo-fused heterocycles},
journal = {Organic and Biomolecular Chemistry},
year = {2021},
volume = {19},
publisher = {Royal Society of Chemistry (RSC)},
month = {feb},
url = {https://xlink.rsc.org/?DOI=D1OB00053E},
number = {9},
pages = {1976--1984},
doi = {10.1039/d1ob00053e}
}
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Agafonova, Anastasiya V., et al. “An isoxazole strategy for the synthesis of alkyl 5-amino-4-cyano-1H-pyrrole-2-carboxylates - versatile building blocks for assembling pyrrolo-fused heterocycles.” Organic and Biomolecular Chemistry, vol. 19, no. 9, Feb. 2021, pp. 1976-1984. https://xlink.rsc.org/?DOI=D1OB00053E.
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