New Building Blocks for Heterocyclic Syntheses. Silylated Methyl Isothiocyanates
Тип публикации: Journal Article
Дата публикации: 1982-04-01
scimago Q2
wos Q2
БС1
SJR: 0.678
CiteScore: 7
Impact factor: 3.8
ISSN: 00092673, 13480634
General Chemistry
Краткое описание
Trimethylsilylmethyl isothiocyanate, bis(trimethylsilyl)methyl isothiocyanate, and tris(trimethylsilyl)methyl isothiocyanate were prepared. The fluoride-catalyzed reaction of trimethylsilylmethyl isothiocyanate with aldehydes or ketones afforded oxazolidine-2-thione derivatives, which involves the isothiocyanato carbanion as an intermediate. Imidazolidine-2-thiones were similarly prepared from imines. The reaction of bis(trimethylsilyl)methyl isothiocyanate with benzaldehyde in the presence of a catalytic amount of n-Bu4NF gave styryl isothiocyanate and 5-phenyl-4-trimethylsilyloxazolidine-2-thione. On the similar treatment of tris(trimethylsilyl)methyl isothiocyanate, 4-benzyl-5-phenyl-4-oxazoline-2-thione, and α-(trimethylsilyl)styryl isothiocyanate were obtained.
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Hirao T. et al. New Building Blocks for Heterocyclic Syntheses. Silylated Methyl Isothiocyanates // Bulletin of the Chemical Society of Japan. 1982. Vol. 55. No. 4. pp. 1163-1167.
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Hirao T., AMAYA T., Yamada A., Hayashi K., Hayashi K., Ohshiro Y., Agawa T. New Building Blocks for Heterocyclic Syntheses. Silylated Methyl Isothiocyanates // Bulletin of the Chemical Society of Japan. 1982. Vol. 55. No. 4. pp. 1163-1167.
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TY - JOUR
DO - 10.1246/bcsj.55.1163
UR - https://doi.org/10.1246/bcsj.55.1163
TI - New Building Blocks for Heterocyclic Syntheses. Silylated Methyl Isothiocyanates
T2 - Bulletin of the Chemical Society of Japan
AU - Hirao, Toshikazu
AU - AMAYA, Toru
AU - Yamada, Atsushi
AU - Hayashi, Ken-ichiro
AU - Hayashi, Ken'ichiro
AU - Ohshiro, Yoshiki
AU - Agawa, Toshio
PY - 1982
DA - 1982/04/01
PB - Oxford University Press
SP - 1163-1167
IS - 4
VL - 55
SN - 0009-2673
SN - 1348-0634
ER -
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@article{1982_Hirao,
author = {Toshikazu Hirao and Toru AMAYA and Atsushi Yamada and Ken-ichiro Hayashi and Ken'ichiro Hayashi and Yoshiki Ohshiro and Toshio Agawa},
title = {New Building Blocks for Heterocyclic Syntheses. Silylated Methyl Isothiocyanates},
journal = {Bulletin of the Chemical Society of Japan},
year = {1982},
volume = {55},
publisher = {Oxford University Press},
month = {apr},
url = {https://doi.org/10.1246/bcsj.55.1163},
number = {4},
pages = {1163--1167},
doi = {10.1246/bcsj.55.1163}
}
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MLA
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Hirao, Toshikazu, et al. “New Building Blocks for Heterocyclic Syntheses. Silylated Methyl Isothiocyanates.” Bulletin of the Chemical Society of Japan, vol. 55, no. 4, Apr. 1982, pp. 1163-1167. https://doi.org/10.1246/bcsj.55.1163.