Halogenation of Indoles with Copper(II) Halides: Selective Synthesis of 2-Halo-, 3-Halo-, and 2,3-Dibromoindoles
Тип публикации: Journal Article
Дата публикации: 2007-05-02
scimago Q2
wos Q2
БС2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Краткое описание
A simple and selective protocol for the halogenation of indoles with copper(II) bromide or chloride to synthesize 2-halo-, 3- halo-, and 2,3-dibromoindoles was developed. It was found that both base and water could be used as switches for the selectivity of the halogenation reactions. In the presence of copper(II) halide and sodium hydroxide, 3-haloindoles were obtained as the major prod- ucts, whereas the selectivity was shifted toward 2,3-dihaloindoles when water was added instead of sodium hydroxide. Moreover, 2- halogenations of 3-substituted indoles were also performed success- fully in moderate to good yields under the standard conditions.
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Li J., Shi T., Wang N. Halogenation of Indoles with Copper(II) Halides: Selective Synthesis of 2-Halo-, 3-Halo-, and 2,3-Dibromoindoles // Synthesis. 2007. Vol. 2007. No. 10. pp. 1535-1541.
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Li J., Shi T., Wang N. Halogenation of Indoles with Copper(II) Halides: Selective Synthesis of 2-Halo-, 3-Halo-, and 2,3-Dibromoindoles // Synthesis. 2007. Vol. 2007. No. 10. pp. 1535-1541.
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TY - JOUR
DO - 10.1055/s-2007-966030
UR - https://doi.org/10.1055/s-2007-966030
TI - Halogenation of Indoles with Copper(II) Halides: Selective Synthesis of 2-Halo-, 3-Halo-, and 2,3-Dibromoindoles
T2 - Synthesis
AU - Li, Jinheng
AU - Shi, Tang
AU - Wang, Nai-Xing
PY - 2007
DA - 2007/05/02
PB - Georg Thieme Verlag KG
SP - 1535-1541
IS - 10
VL - 2007
SN - 0039-7881
SN - 1437-210X
ER -
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@article{2007_Li,
author = {Jinheng Li and Tang Shi and Nai-Xing Wang},
title = {Halogenation of Indoles with Copper(II) Halides: Selective Synthesis of 2-Halo-, 3-Halo-, and 2,3-Dibromoindoles},
journal = {Synthesis},
year = {2007},
volume = {2007},
publisher = {Georg Thieme Verlag KG},
month = {may},
url = {https://doi.org/10.1055/s-2007-966030},
number = {10},
pages = {1535--1541},
doi = {10.1055/s-2007-966030}
}
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MLA
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Li, Jinheng, et al. “Halogenation of Indoles with Copper(II) Halides: Selective Synthesis of 2-Halo-, 3-Halo-, and 2,3-Dibromoindoles.” Synthesis, vol. 2007, no. 10, May. 2007, pp. 1535-1541. https://doi.org/10.1055/s-2007-966030.