volume 58 issue 46 pages 4360-4362

One-pot synthesis of carbazoles from indoles via a metal free benzannulation

Publication typeJournal Article
Publication date2017-11-01
scimago Q3
wos Q3
SJR0.334
CiteScore3.2
Impact factor1.5
ISSN00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
We report a simple, one-pot, and metal free benzannulation protocol to carbazoles starting with indoles, carbonyl compounds and an appropriate dienophiles. Mechanistically, this strategy generates an in situ diene by condensation between indole and carbonyl compound succeed and subsequent dehydration. Later, Diels–Alder reaction of this diene with a suitable dienophile followed by oxidation delivers the carbazole derivative. This methodology provide an easy access to carbazoles containing 1,4-naphthoquinone moiety.
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GOST |
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GOST Copy
Kotha S., Aswar V. R., Chinnam A. K. One-pot synthesis of carbazoles from indoles via a metal free benzannulation // Tetrahedron Letters. 2017. Vol. 58. No. 46. pp. 4360-4362.
GOST all authors (up to 50) Copy
Kotha S., Aswar V. R., Chinnam A. K. One-pot synthesis of carbazoles from indoles via a metal free benzannulation // Tetrahedron Letters. 2017. Vol. 58. No. 46. pp. 4360-4362.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.tetlet.2017.10.002
UR - https://doi.org/10.1016/j.tetlet.2017.10.002
TI - One-pot synthesis of carbazoles from indoles via a metal free benzannulation
T2 - Tetrahedron Letters
AU - Kotha, Sambasivarao
AU - Aswar, Vikas R
AU - Chinnam, Ajay Kumar
PY - 2017
DA - 2017/11/01
PB - Elsevier
SP - 4360-4362
IS - 46
VL - 58
SN - 0040-4039
SN - 1873-3581
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2017_Kotha,
author = {Sambasivarao Kotha and Vikas R Aswar and Ajay Kumar Chinnam},
title = {One-pot synthesis of carbazoles from indoles via a metal free benzannulation},
journal = {Tetrahedron Letters},
year = {2017},
volume = {58},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016/j.tetlet.2017.10.002},
number = {46},
pages = {4360--4362},
doi = {10.1016/j.tetlet.2017.10.002}
}
MLA
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MLA Copy
Kotha, Sambasivarao, et al. “One-pot synthesis of carbazoles from indoles via a metal free benzannulation.” Tetrahedron Letters, vol. 58, no. 46, Nov. 2017, pp. 4360-4362. https://doi.org/10.1016/j.tetlet.2017.10.002.