A Competition between 1,3-Dipolar Cycloaddition and Substitution of Trifluoroacetonitrile Oxide
Тип публикации: Journal Article
Дата публикации: 1985-07-01
scimago Q2
wos Q2
БС1
SJR: 0.678
CiteScore: 7
Impact factor: 3.8
ISSN: 00092673, 13480634
General Chemistry
Краткое описание
Trifluoroacetonitrile oxide reacted with conjugated olefins such as styrenes, indenes, and acyclic conjugated dienes to give not only the cycloadduct but also its linear isomeric oxime. Methyl or phenyl group attached to the unsaturated carbon of the dipolarophiles was found to favor the formation of oxime. Such a concomitant reaction was interpreted in terms of a competition between a concerted cycloaddition and a two-step substitution through an electrophilic attack of nitrile oxide. Similar competitions were also investigated with cyclic conjugated dienes, where the competitive ratio of the products was found to depend on the ring size.
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TANAKA K. et al. A Competition between 1,3-Dipolar Cycloaddition and Substitution of Trifluoroacetonitrile Oxide // Bulletin of the Chemical Society of Japan. 1985. Vol. 58. No. 7. pp. 2061-2065.
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TANAKA K., TANAKA K., Masuda H., MITSUHASHI K. A Competition between 1,3-Dipolar Cycloaddition and Substitution of Trifluoroacetonitrile Oxide // Bulletin of the Chemical Society of Japan. 1985. Vol. 58. No. 7. pp. 2061-2065.
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TY - JOUR
DO - 10.1246/bcsj.58.2061
UR - https://doi.org/10.1246/bcsj.58.2061
TI - A Competition between 1,3-Dipolar Cycloaddition and Substitution of Trifluoroacetonitrile Oxide
T2 - Bulletin of the Chemical Society of Japan
AU - TANAKA, KIYOSHI
AU - TANAKA, KIYOSHI
AU - Masuda, Hideyuki
AU - MITSUHASHI, Keiryo
PY - 1985
DA - 1985/07/01
PB - Oxford University Press
SP - 2061-2065
IS - 7
VL - 58
SN - 0009-2673
SN - 1348-0634
ER -
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@article{1985_TANAKA,
author = {KIYOSHI TANAKA and KIYOSHI TANAKA and Hideyuki Masuda and Keiryo MITSUHASHI},
title = {A Competition between 1,3-Dipolar Cycloaddition and Substitution of Trifluoroacetonitrile Oxide},
journal = {Bulletin of the Chemical Society of Japan},
year = {1985},
volume = {58},
publisher = {Oxford University Press},
month = {jul},
url = {https://doi.org/10.1246/bcsj.58.2061},
number = {7},
pages = {2061--2065},
doi = {10.1246/bcsj.58.2061}
}
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TANAKA, KIYOSHI, et al. “A Competition between 1,3-Dipolar Cycloaddition and Substitution of Trifluoroacetonitrile Oxide.” Bulletin of the Chemical Society of Japan, vol. 58, no. 7, Jul. 1985, pp. 2061-2065. https://doi.org/10.1246/bcsj.58.2061.