2006
TRANSFORMATION OF 1,2-DITHIOLE-3-THIONES INTO 1,6,6alambda4-TRITHIAPENTALENES via REACTION WITH BROMOETHANONES
ČMELÍK, Richard a Pavel PAZDERAZákladní údaje
Originální název
TRANSFORMATION OF 1,2-DITHIOLE-3-THIONES INTO 1,6,6alambda4-TRITHIAPENTALENES via REACTION WITH BROMOETHANONES
Název česky
TRANSFORMATION OF 1,2-DITHIOLE-3-THIONES INTO 1,6,6alambda4-TRITHIAPENTALENES via REACTION WITH BROMOETHANONES
Autoři
ČMELÍK, Richard (203 Česká republika) a Pavel PAZDERA (203 Česká republika, garant)
Vydání
Collection of Czechoslovak Chemical Communications, 2006, 0010-0765
Další údaje
Jazyk
angličtina
Typ výsledku
Článek v odborném periodiku
Obor
10401 Organic chemistry
Stát vydavatele
Česká republika
Utajení
není předmětem státního či obchodního tajemství
Impakt faktor
Impact factor: 0.881
Kód RIV
RIV/00216224:14310/06:00015686
Organizační jednotka
Přírodovědecká fakulta
UT WoS
000238419400003
Klíčová slova anglicky
1;2-Dithiole-3-thiones; Sulfur heterocycles; Trithiapentalenes; Rearrangements; X-ray diffraction; Reaction mechanism; Heterocyclizations.
Štítky
Změněno: 1. 11. 2006 07:27, doc. RNDr. Pavel Pazdera, CSc.
V originále
We report the reactions of derivatives of 5-amino-3-thioxo-3H-1,2-dithiole-4-carboxylic acid 1 with bromoethanones and acylation agents. Two different routes were used to obtain the products, 3-(acylmethylidene)-3H-1,2-dithioles 4. These compounds were synthesized by acylation of compounds 1 on the amino group, followed by the reaction with bromoethanones and excess of triethylamine. Another method was based on the inverted order of the mentioned reaction steps and in absence of a base. The treatment of 4 with thionyl chloride gave new unsaturated fused lactones 13 whereas thionation led to desired 1,6,6alambda4-trithiapentalenes 5. The structures of products and the reaction mechanisms are discussed.
Česky
We report the reactions of derivatives of 5-amino-3-thioxo-3H-1,2-dithiole-4-carboxylic acid 1 with bromoethanones and acylation agents. Two different routes were used to obtain the products, 3-(acylmethylidene)-3H-1,2-dithioles 4. These compounds were synthesized by acylation of compounds 1 on the amino group, followed by the reaction with bromoethanones and excess of triethylamine. Another method was based on the inverted order of the mentioned reaction steps and in absence of a base. The treatment of 4 with thionyl chloride gave new unsaturated fused lactones 13 whereas thionation led to desired 1,6,6alambda4-trithiapentalenes 5. The structures of products and the reaction mechanisms are discussed.
Návaznosti
| GA203/01/1333, projekt VaV |
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| MSM 143100011, záměr |
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