Synthesis of 2-aryl-3-methylbenzo[g]indoles from 2-(arylethynyl)-1,8-bis(dimethylamino)naphthalenes: new examples of [1,3]-migration involving N-methyl group
Publication type: Journal Article
Publication date: 2018-01-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
The Sonogashira coupling of 1,8-bis(dimethylamino)-2-iodonaphthalene with 2-nitro-, 4-nitro-, 4-(trifluoromethyl)-, and 4-methoxyphenylacetylenes was used to obtain new 2-(arylethynyl)-1,8-bis(dimethylamino)naphthalenes. Three of the four alkynes, except for the o-nitrophenyl derivative, were isomerized in the presence of palladium and porcelain catalysis to the corresponding 2-aryl-9-(dimethylamino)-1,3-dimethyl-1H-benzo[g]indoles.
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Filatova E. A., Gulevskaya A. V., Pozharskii A. F. Synthesis of 2-aryl-3-methylbenzo[g]indoles from 2-(arylethynyl)-1,8-bis(dimethylamino)naphthalenes: new examples of [1,3]-migration involving N-methyl group // Chemistry of Heterocyclic Compounds. 2018. Vol. 54. No. 1. pp. 38-42.
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Filatova E. A., Gulevskaya A. V., Pozharskii A. F. Synthesis of 2-aryl-3-methylbenzo[g]indoles from 2-(arylethynyl)-1,8-bis(dimethylamino)naphthalenes: new examples of [1,3]-migration involving N-methyl group // Chemistry of Heterocyclic Compounds. 2018. Vol. 54. No. 1. pp. 38-42.
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TY - JOUR
DO - 10.1007/s10593-018-2227-9
UR - https://doi.org/10.1007/s10593-018-2227-9
TI - Synthesis of 2-aryl-3-methylbenzo[g]indoles from 2-(arylethynyl)-1,8-bis(dimethylamino)naphthalenes: new examples of [1,3]-migration involving N-methyl group
T2 - Chemistry of Heterocyclic Compounds
AU - Filatova, Ekaterina A
AU - Gulevskaya, Anna V
AU - Pozharskii, Alexander F
PY - 2018
DA - 2018/01/01
PB - Springer Nature
SP - 38-42
IS - 1
VL - 54
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2018_Filatova,
author = {Ekaterina A Filatova and Anna V Gulevskaya and Alexander F Pozharskii},
title = {Synthesis of 2-aryl-3-methylbenzo[g]indoles from 2-(arylethynyl)-1,8-bis(dimethylamino)naphthalenes: new examples of [1,3]-migration involving N-methyl group},
journal = {Chemistry of Heterocyclic Compounds},
year = {2018},
volume = {54},
publisher = {Springer Nature},
month = {jan},
url = {https://doi.org/10.1007/s10593-018-2227-9},
number = {1},
pages = {38--42},
doi = {10.1007/s10593-018-2227-9}
}
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Filatova, Ekaterina A., et al. “Synthesis of 2-aryl-3-methylbenzo[g]indoles from 2-(arylethynyl)-1,8-bis(dimethylamino)naphthalenes: new examples of [1,3]-migration involving N-methyl group.” Chemistry of Heterocyclic Compounds, vol. 54, no. 1, Jan. 2018, pp. 38-42. https://doi.org/10.1007/s10593-018-2227-9.