A one-pot synthesis and 1,3-dipolar cycloaddition of [1,2]dithiolo[4,3-b]indole-3(4H)-thiones
Publication type: Journal Article
Publication date: 2009-03-01
scimago Q3
wos Q2
SJR: 0.426
CiteScore: 4.1
Impact factor: 2.2
ISSN: 00404020, 14645416
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Abstract Treatment of N-substituted 2-methyl-1H-indoles 1 with S2Cl2 and DABCO in chloroform gave the corresponding [1,2]dithiolo[4,3-b]indole-3(4H)-thiones 5 by the addition of triethylamine in high yield. 1,2-Dithiole-3-thiones 5 underwent cycloaddition with one or two DMAD equivalents to afford either 2-(3-thioxo-1,3-dihydro-2H-indol-2-ylidene)-1,3-dithioles 10 or fused 4,5-dihydrothiopyrano[3,2-b]indoles 9.
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Konstantinova L. S. et al. A one-pot synthesis and 1,3-dipolar cycloaddition of [1,2]dithiolo[4,3-b]indole-3(4H)-thiones // Tetrahedron. 2009. Vol. 65. No. 11. pp. 2178-2183.
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Konstantinova L. S., Lysov K. A., Amelichev S. A., Obruchnikova N. V., Rakitin O. A. A one-pot synthesis and 1,3-dipolar cycloaddition of [1,2]dithiolo[4,3-b]indole-3(4H)-thiones // Tetrahedron. 2009. Vol. 65. No. 11. pp. 2178-2183.
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TY - JOUR
DO - 10.1016/j.tet.2009.01.069
UR - https://linkinghub.elsevier.com/retrieve/pii/S0040402009001082
TI - A one-pot synthesis and 1,3-dipolar cycloaddition of [1,2]dithiolo[4,3-b]indole-3(4H)-thiones
T2 - Tetrahedron
AU - Konstantinova, Lidia S.
AU - Lysov, Kirill A
AU - Amelichev, Stanislav A.
AU - Obruchnikova, Natalia V.
AU - Rakitin, Oleg A.
PY - 2009
DA - 2009/03/01
PB - Elsevier
SP - 2178-2183
IS - 11
VL - 65
SN - 0040-4020
SN - 1464-5416
ER -
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@article{2009_Konstantinova,
author = {Lidia S. Konstantinova and Kirill A Lysov and Stanislav A. Amelichev and Natalia V. Obruchnikova and Oleg A. Rakitin},
title = {A one-pot synthesis and 1,3-dipolar cycloaddition of [1,2]dithiolo[4,3-b]indole-3(4H)-thiones},
journal = {Tetrahedron},
year = {2009},
volume = {65},
publisher = {Elsevier},
month = {mar},
url = {https://linkinghub.elsevier.com/retrieve/pii/S0040402009001082},
number = {11},
pages = {2178--2183},
doi = {10.1016/j.tet.2009.01.069}
}
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Konstantinova, Lidia S., et al. “A one-pot synthesis and 1,3-dipolar cycloaddition of [1,2]dithiolo[4,3-b]indole-3(4H)-thiones.” Tetrahedron, vol. 65, no. 11, Mar. 2009, pp. 2178-2183. https://linkinghub.elsevier.com/retrieve/pii/S0040402009001082.