Solid-phase combinatorial synthesis of 1,4-benzoxazin-3(4 H )-one and 1,4-benzothiazin-3(4 H )-one derivatives
Тип публикации: Journal Article
Дата публикации: 2001-02-01
scimago Q3
wos Q3
БС2
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Краткое описание
The first solid-phase synthesis of 1,4-benzothiazin-3(4 H )-ones and 1,4-benzoxazin-3(4 H )-ones is reported. Alkylation of the immobilized 4-hydroxy-3-nitrobenzamide 2a and 3-nitro-4-sulfanylbenzamide 2b , followed by reduction and cyclization gave 4 . Further alkylation and acylation was performed on the amide nitrogen in the presence of sodium hydride followed by TFA cleavage to give the desired 1,4-benzothiazin-3(4 H )-ones and 1,4-benzoxazin-3(4 H )-ones. Alkylation of the immobilized 4-hydroxy-3-nitrobenzamide ( 2a ) and 3-nitro-4-sulfanylbenzamide ( 2b ), followed by reduction and cyclization gave 4 . Further alkylation and acylation in the presence of sodium hydride followed by TFA cleavage gave the desired 1,4-benzothiazin-3(4 H )-ones and 1,4-benzoxazin-3(4 H )-ones.
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Lee C. L. et al. Solid-phase combinatorial synthesis of 1,4-benzoxazin-3(4 H )-one and 1,4-benzothiazin-3(4 H )-one derivatives // Tetrahedron Letters. 2001. Vol. 42. No. 6. pp. 1167-1169.
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Lee C. L., Chan K. L., Lam Y., Lee S. R. Solid-phase combinatorial synthesis of 1,4-benzoxazin-3(4 H )-one and 1,4-benzothiazin-3(4 H )-one derivatives // Tetrahedron Letters. 2001. Vol. 42. No. 6. pp. 1167-1169.
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TY - JOUR
DO - 10.1016/s0040-4039(00)02199-7
UR - https://doi.org/10.1016/s0040-4039(00)02199-7
TI - Solid-phase combinatorial synthesis of 1,4-benzoxazin-3(4 H )-one and 1,4-benzothiazin-3(4 H )-one derivatives
T2 - Tetrahedron Letters
AU - Lee, Cheng Leng
AU - Chan, Kok Leong
AU - Lam, Yulin
AU - Lee, Soo Ryun
PY - 2001
DA - 2001/02/01
PB - Elsevier
SP - 1167-1169
IS - 6
VL - 42
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2001_Lee,
author = {Cheng Leng Lee and Kok Leong Chan and Yulin Lam and Soo Ryun Lee},
title = {Solid-phase combinatorial synthesis of 1,4-benzoxazin-3(4 H )-one and 1,4-benzothiazin-3(4 H )-one derivatives},
journal = {Tetrahedron Letters},
year = {2001},
volume = {42},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016/s0040-4039(00)02199-7},
number = {6},
pages = {1167--1169},
doi = {10.1016/s0040-4039(00)02199-7}
}
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MLA
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Lee, Cheng Leng, et al. “Solid-phase combinatorial synthesis of 1,4-benzoxazin-3(4 H )-one and 1,4-benzothiazin-3(4 H )-one derivatives.” Tetrahedron Letters, vol. 42, no. 6, Feb. 2001, pp. 1167-1169. https://doi.org/10.1016/s0040-4039(00)02199-7.