Springer Nature
Chemistry of Heterocyclic Compounds
,  том 44 ,  издание 5 ,  страницы 576-584

Azirino[c]imidazolyl ylides in the domino reaction of 2,2-dialkyl-4,6- diaryl-1,3-diazabicyclo[3.1.0]hex-3-enes with dichlorocarbenes. Synthesis of (1RS,5SR, 6RS)-4-(alk-1-enyl)-1,5-diaryl-3,7,7-trichloro-2,4-diazabicyclo[4.1.0] hept-2-enes

Тип публикации: Journal Article
Дата публикации: 2008-05-01
Springer Nature
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SJR: 0.281
CiteScore: 2.7
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ISSN: 00093122, 15738353
Organic Chemistry
Краткое описание
The reaction of 2,2-dialkyl-4,6-diaryl-1,3-diazabicyclo[3.1.0]hex-3-enes with dichlorocarbene to give (1RS,5SR,6RS)-4-(alk-1-enyl)-1,5-diaryl-3,7,7-trichloro-2,4-diazabicyclo[4.1.0]hept-2-enes has been studied. Quantum-chemical calculations using the DFT B3LYP/6-31G(d) method have confirmed that the mechanism of the reaction includes the formation of azirino[c]imidazolium ylides and coordinated opening of the imidazole and aziridine rings with subsequent cyclization and dichloropropane formation.
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Kadina A. P. et al. Azirino[c]imidazolyl ylides in the domino reaction of 2,2-dialkyl-4,6- diaryl-1,3-diazabicyclo[3.1.0]hex-3-enes with dichlorocarbenes. Synthesis of (1RS,5SR, 6RS)-4-(alk-1-enyl)-1,5-diaryl-3,7,7-trichloro-2,4-diazabicyclo[4.1.0] hept-2-enes // Chemistry of Heterocyclic Compounds. 2008. Vol. 44. No. 5. pp. 576-584.
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Kadina A. P., Novikov M., Khlebnikov A. F., Magull J. Azirino[c]imidazolyl ylides in the domino reaction of 2,2-dialkyl-4,6- diaryl-1,3-diazabicyclo[3.1.0]hex-3-enes with dichlorocarbenes. Synthesis of (1RS,5SR, 6RS)-4-(alk-1-enyl)-1,5-diaryl-3,7,7-trichloro-2,4-diazabicyclo[4.1.0] hept-2-enes // Chemistry of Heterocyclic Compounds. 2008. Vol. 44. No. 5. pp. 576-584.
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TY - JOUR
DO - 10.1007/s10593-008-0077-6
UR - https://doi.org/10.1007/s10593-008-0077-6
TI - Azirino[c]imidazolyl ylides in the domino reaction of 2,2-dialkyl-4,6- diaryl-1,3-diazabicyclo[3.1.0]hex-3-enes with dichlorocarbenes. Synthesis of (1RS,5SR, 6RS)-4-(alk-1-enyl)-1,5-diaryl-3,7,7-trichloro-2,4-diazabicyclo[4.1.0] hept-2-enes
T2 - Chemistry of Heterocyclic Compounds
AU - Kadina, A P
AU - Novikov, M.S.
AU - Khlebnikov, A F
AU - Magull, J
PY - 2008
DA - 2008/05/01
PB - Springer Nature
SP - 576-584
IS - 5
VL - 44
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2008_Kadina,
author = {A P Kadina and M.S. Novikov and A F Khlebnikov and J Magull},
title = {Azirino[c]imidazolyl ylides in the domino reaction of 2,2-dialkyl-4,6- diaryl-1,3-diazabicyclo[3.1.0]hex-3-enes with dichlorocarbenes. Synthesis of (1RS,5SR, 6RS)-4-(alk-1-enyl)-1,5-diaryl-3,7,7-trichloro-2,4-diazabicyclo[4.1.0] hept-2-enes},
journal = {Chemistry of Heterocyclic Compounds},
year = {2008},
volume = {44},
publisher = {Springer Nature},
month = {may},
url = {https://doi.org/10.1007/s10593-008-0077-6},
number = {5},
pages = {576--584},
doi = {10.1007/s10593-008-0077-6}
}
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Kadina, A. P., et al. “Azirino[c]imidazolyl ylides in the domino reaction of 2,2-dialkyl-4,6- diaryl-1,3-diazabicyclo[3.1.0]hex-3-enes with dichlorocarbenes. Synthesis of (1RS,5SR, 6RS)-4-(alk-1-enyl)-1,5-diaryl-3,7,7-trichloro-2,4-diazabicyclo[4.1.0] hept-2-enes.” Chemistry of Heterocyclic Compounds, vol. 44, no. 5, May. 2008, pp. 576-584. https://doi.org/10.1007/s10593-008-0077-6.
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