The reaction of acetylenes with aldazines in the NaOBut/DMSO system: a contribution to the pyrazole chemistry
Publication type: Journal Article
Publication date: 2024-01-01
scimago Q3
wos Q3
SJR: 0.305
CiteScore: 3.0
Impact factor: 1.7
ISSN: 09599436, 1364551X
General Chemistry
Abstract
Arylacetylenes readily react with aromatic aldazines in superbase medium NaOBut/DMSO (1 vol% EtOH) at room temperature to afford mainly 4-arylmethyl-3,5-diaryl-1H- pyrazoles in up to 47% yield along with minor amounts of 1-arylmethyl-3,5-diaryl-1H-pyrazoles and 1,2-diaryl-1,2- bis(3,5-diaryl-1H-pyrazol-1-yl)ethanes. The reaction is rationalized as proceeding via the diazaallyl anions, the adducts of acetylenic carbanions to a C=N bond, which further undergo the proton transfer processes and intramolecular cyclization to the above pyrazole derivatives.
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Citations from 2024:
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Bidusenko I. A. et al. The reaction of acetylenes with aldazines in the NaOBut/DMSO system: a contribution to the pyrazole chemistry // Mendeleev Communications. 2024. Vol. 34. No. 1. pp. 110-112.
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Bidusenko I. A., Schmidt E. Yu., Protsuk N. I., Ushakov I. A., Trofimov B. A. The reaction of acetylenes with aldazines in the NaOBut/DMSO system: a contribution to the pyrazole chemistry // Mendeleev Communications. 2024. Vol. 34. No. 1. pp. 110-112.
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TY - JOUR
DO - 10.1016/j.mencom.2024.01.033
UR - https://doi.org/10.1016/j.mencom.2024.01.033
TI - The reaction of acetylenes with aldazines in the NaOBut/DMSO system: a contribution to the pyrazole chemistry
T2 - Mendeleev Communications
AU - Bidusenko, Ivan A
AU - Schmidt, Elena Yu
AU - Protsuk, Nadezhda I
AU - Ushakov, I A
AU - Trofimov, B. A.
PY - 2024
DA - 2024/01/01
PB - OOO Zhurnal "Mendeleevskie Soobshcheniya"
SP - 110-112
IS - 1
VL - 34
SN - 0959-9436
SN - 1364-551X
ER -
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@article{2024_Bidusenko,
author = {Ivan A Bidusenko and Elena Yu Schmidt and Nadezhda I Protsuk and I A Ushakov and B. A. Trofimov},
title = {The reaction of acetylenes with aldazines in the NaOBut/DMSO system: a contribution to the pyrazole chemistry},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {OOO Zhurnal "Mendeleevskie Soobshcheniya"},
month = {jan},
url = {https://doi.org/10.1016/j.mencom.2024.01.033},
number = {1},
pages = {110--112},
doi = {10.1016/j.mencom.2024.01.033}
}
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Bidusenko, Ivan A., et al. “The reaction of acetylenes with aldazines in the NaOBut/DMSO system: a contribution to the pyrazole chemistry.” Mendeleev Communications, vol. 34, no. 1, Jan. 2024, pp. 110-112. https://doi.org/10.1016/j.mencom.2024.01.033.
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