volume 2007 issue 10 pages 1535-1541

Halogenation of Indoles with Copper(II) Halides: Selective Synthesis of 2-Halo-, 3-Halo-, and 2,3-Dibromoindoles

Jinheng Li
Tang Shi
Nai-Xing Wang
Publication typeJournal Article
Publication date2007-05-02
scimago Q2
wos Q2
SJR0.559
CiteScore4.6
Impact factor2.3
ISSN00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
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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GOST Copy
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.
GOST all authors (up to 50) Copy
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.
RIS |
Cite this
RIS Copy
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 -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@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}
}
MLA
Cite this
MLA Copy
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.