Open Access
Iodo-Cycloisomerization of Aryl(indol-3-yl)methane-Tethered Propargyl Alcohols to 3-Iodocarbazoles via Selective 1,2-Alkyl Migration
Publication type: Journal Article
Publication date: 2018-11-07
scimago Q1
wos Q2
SJR: 0.773
CiteScore: 7.1
Impact factor: 4.3
ISSN: 24701343
PubMed ID:
31458169
General Chemistry
General Chemical Engineering
Abstract
Herein, we disclose the first report on iodo-cycloisomerization of 1-(indol-3-yl)-1-arylbut-3-yn-2-ols to form 3-iodocarbazoles. The synthesis proceeds through a cascade 5-endo-spirocyclization, followed by selective 1,2-alkyl migration. This method governs the green synthesis principles such as open-flask reaction, AcOEt as the solvent, rt reaction with short time, use of iodine, and broad substrate scope with atom and step economy.
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Metrics
38
Total citations:
38
Citations from 2024:
12
(31.58%)
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GOST
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Yaragorla S. et al. Iodo-Cycloisomerization of Aryl(indol-3-yl)methane-Tethered Propargyl Alcohols to 3-Iodocarbazoles via Selective 1,2-Alkyl Migration // ACS Omega. 2018. Vol. 3. No. 11. pp. 15024-15034.
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Yaragorla S., Bag D., Dada R., Jose K. V. J. Iodo-Cycloisomerization of Aryl(indol-3-yl)methane-Tethered Propargyl Alcohols to 3-Iodocarbazoles via Selective 1,2-Alkyl Migration // ACS Omega. 2018. Vol. 3. No. 11. pp. 15024-15034.
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RIS
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TY - JOUR
DO - 10.1021/acsomega.8b02393
UR - https://doi.org/10.1021/acsomega.8b02393
TI - Iodo-Cycloisomerization of Aryl(indol-3-yl)methane-Tethered Propargyl Alcohols to 3-Iodocarbazoles via Selective 1,2-Alkyl Migration
T2 - ACS Omega
AU - Yaragorla, Srinivasarao
AU - Bag, Debojyoti
AU - Dada, Ravikrishna
AU - Jose, K V Jovan
PY - 2018
DA - 2018/11/07
PB - American Chemical Society (ACS)
SP - 15024-15034
IS - 11
VL - 3
PMID - 31458169
SN - 2470-1343
ER -
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BibTex (up to 50 authors)
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@article{2018_Yaragorla,
author = {Srinivasarao Yaragorla and Debojyoti Bag and Ravikrishna Dada and K V Jovan Jose},
title = {Iodo-Cycloisomerization of Aryl(indol-3-yl)methane-Tethered Propargyl Alcohols to 3-Iodocarbazoles via Selective 1,2-Alkyl Migration},
journal = {ACS Omega},
year = {2018},
volume = {3},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/acsomega.8b02393},
number = {11},
pages = {15024--15034},
doi = {10.1021/acsomega.8b02393}
}
Cite this
MLA
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Yaragorla, Srinivasarao, et al. “Iodo-Cycloisomerization of Aryl(indol-3-yl)methane-Tethered Propargyl Alcohols to 3-Iodocarbazoles via Selective 1,2-Alkyl Migration.” ACS Omega, vol. 3, no. 11, Nov. 2018, pp. 15024-15034. https://doi.org/10.1021/acsomega.8b02393.