Vicarious nucleophilic substitution of 1-benzyl-5-nitroimidazole, application to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one
Publication type: Journal Article
Publication date: 2002-02-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Reaction of 1-benzyl-5-nitroimidazole with carbanion generated from chloroform and potassium tert-butoxide afforded 1-benzyl-4-dichloromethyl-5-nitroimidazole in 72% yield. This vicarious nucleophilic substitution reaction was successfully applied to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one, an important intermediate in the synthesis of natural and biologically active compounds.
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Total citations:
13
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GOST
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Chen B. et al. Vicarious nucleophilic substitution of 1-benzyl-5-nitroimidazole, application to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one // Tetrahedron Letters. 2002. Vol. 43. No. 9. pp. 1595-1596.
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Chen B., Chao S. T., Sundeen J. E., Tellew J., Saleem A. Vicarious nucleophilic substitution of 1-benzyl-5-nitroimidazole, application to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one // Tetrahedron Letters. 2002. Vol. 43. No. 9. pp. 1595-1596.
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RIS
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TY - JOUR
DO - 10.1016/S0040-4039(02)00053-9
UR - https://doi.org/10.1016/S0040-4039(02)00053-9
TI - Vicarious nucleophilic substitution of 1-benzyl-5-nitroimidazole, application to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one
T2 - Tetrahedron Letters
AU - Chen, Bang-Chi
AU - Chao, Sam T.
AU - Sundeen, Joseph E.
AU - Tellew, John
AU - Saleem, Ahmad
PY - 2002
DA - 2002/02/01
PB - Elsevier
SP - 1595-1596
IS - 9
VL - 43
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{2002_Chen,
author = {Bang-Chi Chen and Sam T. Chao and Joseph E. Sundeen and John Tellew and Ahmad Saleem},
title = {Vicarious nucleophilic substitution of 1-benzyl-5-nitroimidazole, application to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one},
journal = {Tetrahedron Letters},
year = {2002},
volume = {43},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/S0040-4039(02)00053-9},
number = {9},
pages = {1595--1596},
doi = {10.1016/S0040-4039(02)00053-9}
}
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MLA
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Chen, Bang-Chi, et al. “Vicarious nucleophilic substitution of 1-benzyl-5-nitroimidazole, application to the synthesis of 6,7-dihydroimidazo[4,5-d][1,3]diazepin-8(3H)-one.” Tetrahedron Letters, vol. 43, no. 9, Feb. 2002, pp. 1595-1596. https://doi.org/10.1016/S0040-4039(02)00053-9.