Pregled bibliografske jedinice broj: 1161558
Ring Expansion of Thiazolidine and Nucleophilic Substitution in N-Acyl Derivatives of 6-Thia-3,8-diazabicyclo[3.2.1.]octan-2-one
Ring Expansion of Thiazolidine and Nucleophilic Substitution in N-Acyl Derivatives of 6-Thia-3,8-diazabicyclo[3.2.1.]octan-2-one // Croatica Chemica Acta, 55 (1982), 3; 327-335 (međunarodna recenzija, članak, ostalo)
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Naslov
Ring Expansion of Thiazolidine and Nucleophilic Substitution in N-Acyl Derivatives of 6-Thia-3,8-diazabicyclo[3.2.1.]octan-2-one
Autori
Herak, J. J. ; Kovačević, M. ; Gašpert, B.
Izvornik
Croatica Chemica Acta (0011-1643) 55
(1982), 3;
327-335
Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, ostalo
Ključne riječi
Ring expansion ; Thiazolidine ; Nucleophilic substitution
Sažetak
Sažetak Reaction of N3, N8-diacyl 6-thia-3, 8-diazabicyclo/3.2. l./octan-2- -one (I) with PC15 or S02Cl2 gave 6-chloro substituted N2, N5-diacyl 7-thia-2, 5-diazabicyclo/2.2.2./octan-3-one (II). Treatment of II with water yielded the 6-hydroxy derivative (III) while reaction with methanol gave the 6-methoxy derivative (IV). Under the same reaction conditions the mono N8-acyl derivative (V) gave a mixture of 6-substituted 7-thia-2, 5-diazabicyclo/2.2.2./octan-3-one and 4- -su bsti tuted 6-thia-3, 8-diazabicyclo/3.2. l ./octan-2-one derivatives (XIV and XV ; VI and VII ; VIII and IX). It was proposed that ring expansion of thiazolidine and nucleophilic substitution occured vi a the thiiranium ion XIII as a common intermediate.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
Citiraj ovu publikaciju:
Časopis indeksira:
- Web of Science Core Collection (WoSCC)
- Science Citation Index Expanded (SCI-EXP)
- SCI-EXP, SSCI i/ili A&HCI
