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

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2009
Authors
Stojanović, Milovan
Marković, Rade
Article (Published version)
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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
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 ]
15
13
URI
http://cer.ihtm.bg.ac.rs/handle/123456789/580
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IHTM

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