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Synthesis of the first thiazolidine-condensed five-, six-, and seven-membered heterocycles via cyclization of vinylogous N-acyliminium ions

Authorized Users Only
2009
Authors
Stojanović, Milovan
Marković, Rade
Article (Published version)
Metadata
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Abstract
Synthesis of new thiazolidine-fused five-, six-, and seven-membered heterocycles through vinylogous N-acyliminium ion-cyclization sequence, involving positions 3 and 4 of the thiazolidine ring, is described. The formation of bicyclic products, arising by generally disfavored 5-endo-trig cyclization initiated by sulfur atom acting as a nucleophile, indicates the preparative value of this method.
Keywords:
Cyclization / Fused-ring systems / Iminium ions / Lactams / Neighboring-group effects
Source:
Synlett, 2009, 12, 1997-2001
Funding / projects:
  • Tiazolidni i sintetički analozi: reaktivnost, primena i biološka aktivnost (RS-142007)

DOI: 10.1055/s-0029-1217532

ISSN: 0936-5214

WoS: 000269337500023

Scopus: 2-s2.0-67651208211
[ Google Scholar ]
16
14
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/580
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Stojanović, Milovan
AU  - Marković, Rade
PY  - 2009
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/580
AB  - Synthesis of new thiazolidine-fused five-, six-, and seven-membered heterocycles through vinylogous N-acyliminium ion-cyclization sequence, involving positions 3 and 4 of the thiazolidine ring, is described. The formation of bicyclic products, arising by generally disfavored 5-endo-trig cyclization initiated by sulfur atom acting as a nucleophile, indicates the preparative value of this method.
T2  - Synlett
T1  - Synthesis of the first thiazolidine-condensed five-, six-, and seven-membered heterocycles via cyclization of vinylogous N-acyliminium ions
IS  - 12
SP  - 1997
EP  - 2001
DO  - 10.1055/s-0029-1217532
ER  - 
@article{
author = "Stojanović, Milovan and Marković, Rade",
year = "2009",
abstract = "Synthesis of new thiazolidine-fused five-, six-, and seven-membered heterocycles through vinylogous N-acyliminium ion-cyclization sequence, involving positions 3 and 4 of the thiazolidine ring, is described. The formation of bicyclic products, arising by generally disfavored 5-endo-trig cyclization initiated by sulfur atom acting as a nucleophile, indicates the preparative value of this method.",
journal = "Synlett",
title = "Synthesis of the first thiazolidine-condensed five-, six-, and seven-membered heterocycles via cyclization of vinylogous N-acyliminium ions",
number = "12",
pages = "1997-2001",
doi = "10.1055/s-0029-1217532"
}
Stojanović, M.,& Marković, R.. (2009). Synthesis of the first thiazolidine-condensed five-, six-, and seven-membered heterocycles via cyclization of vinylogous N-acyliminium ions. in Synlett(12), 1997-2001.
https://doi.org/10.1055/s-0029-1217532
Stojanović M, Marković R. Synthesis of the first thiazolidine-condensed five-, six-, and seven-membered heterocycles via cyclization of vinylogous N-acyliminium ions. in Synlett. 2009;(12):1997-2001.
doi:10.1055/s-0029-1217532 .
Stojanović, Milovan, Marković, Rade, "Synthesis of the first thiazolidine-condensed five-, six-, and seven-membered heterocycles via cyclization of vinylogous N-acyliminium ions" in Synlett, no. 12 (2009):1997-2001,
https://doi.org/10.1055/s-0029-1217532 . .

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