Russian Journal of Organic Chemistry, volume 57, issue 8, pages 1275-1280

Reaction of 2- and 4-(Arylmethylideneamino)phenols with Methyl 1-Bromocyclohexanecarboxylate and Zinc

Publication typeJournal Article
Publication date2021-08-01
Quartile SCImago
Q4
Quartile WOS
Q4
Impact factor0.8
ISSN10704280, 16083393
Organic Chemistry
Abstract
2- and 4-(Arylmethylideneamino)phenols react with Reformatsky reagent, obtained from methyl 1-bromocyclohexanecarboxylate and zinc, to form 3-aryl-2-[2-(or 4-)hydroxyphenyl]-2-azaspiro[3.5]nonan-1-ones. The reaction involves the initial addition of the organozinc reagent across the C=N double bond of the Schiff base and the subsequent intramolecular cyclization of the adduct via the nucleophilic attack of the nitrogen atom on the ester carbonyl carbon atom. The structures of the products were confirmed by X-ray diffraction analysis.

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Nikiforova E. M. et al. Reaction of 2- and 4-(Arylmethylideneamino)phenols with Methyl 1-Bromocyclohexanecarboxylate and Zinc // Russian Journal of Organic Chemistry. 2021. Vol. 57. No. 8. pp. 1275-1280.
GOST all authors (up to 50) Copy
Nikiforova E. M., Baibarodskikh D. V., Zverev D. P., Dmitriev M. V., Kirillov N. F. Reaction of 2- and 4-(Arylmethylideneamino)phenols with Methyl 1-Bromocyclohexanecarboxylate and Zinc // Russian Journal of Organic Chemistry. 2021. Vol. 57. No. 8. pp. 1275-1280.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1134/S1070428021080066
UR - https://doi.org/10.1134%2FS1070428021080066
TI - Reaction of 2- and 4-(Arylmethylideneamino)phenols with Methyl 1-Bromocyclohexanecarboxylate and Zinc
T2 - Russian Journal of Organic Chemistry
AU - Nikiforova, Elena M.
AU - Baibarodskikh, D V
AU - Zverev, D P
AU - Dmitriev, Maksim V
AU - Kirillov, N F
PY - 2021
DA - 2021/08/01 00:00:00
PB - Pleiades Publishing
SP - 1275-1280
IS - 8
VL - 57
SN - 1070-4280
SN - 1608-3393
ER -
BibTex |
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BibTex Copy
@article{2021_Nikiforova,
author = {Elena M. Nikiforova and D V Baibarodskikh and D P Zverev and Maksim V Dmitriev and N F Kirillov},
title = {Reaction of 2- and 4-(Arylmethylideneamino)phenols with Methyl 1-Bromocyclohexanecarboxylate and Zinc},
journal = {Russian Journal of Organic Chemistry},
year = {2021},
volume = {57},
publisher = {Pleiades Publishing},
month = {aug},
url = {https://doi.org/10.1134%2FS1070428021080066},
number = {8},
pages = {1275--1280},
doi = {10.1134/S1070428021080066}
}
MLA
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MLA Copy
Nikiforova, Elena M., et al. “Reaction of 2- and 4-(Arylmethylideneamino)phenols with Methyl 1-Bromocyclohexanecarboxylate and Zinc.” Russian Journal of Organic Chemistry, vol. 57, no. 8, Aug. 2021, pp. 1275-1280. https://doi.org/10.1134%2FS1070428021080066.
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