Reactions of perfluorobenzocycloalkenes with ethyl cyanoacetate and methyllithium and some transformations of the products Full article
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Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
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| Output data | Year: 2013, Volume: 49, Number: 7, Pages: 1010-1018 Pages count : 9 DOI: 10.1134/S1070428013070099 | ||||
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Abstract:
Reactions of perfluorobenzocycloalkenes (ArFF) with methyllithium and ethyl cyanoacetate involved replacement of fluorine atoms in positions 3 and 4 of perfluorocyclobutabenzene, position 5 of perfluoroindan, and position 6 of perfluorotetralin by CH3 and CH(CN)COOEt groups. Hydrolysis of the resulting esters ArFCH(CN)COOEt gave the corresponding perfluoroarylacetic acids ArFCH2COOH which were converted into dichloroacetyl chlorides ArFCCl2COCl by treatment with PCl5. The reaction of ArFCCl2COCl with SbF5 produced trifluoromethyl derivatives ArFCF3. Decarboxylation of ArFCCl2COOH in DMF afforded dichloromethyl derivatives ArFCCl2H which reacted with CsF on heating to form difluoromethyl analogs ArFCF2H.
Cite:
Sinyakov V.R.
, Zonov Y.V.
, Karpov V.M.
, Beregovaya I.V.
, Platonov V.E.
Reactions of perfluorobenzocycloalkenes with ethyl cyanoacetate and methyllithium and some transformations of the products
Russian Journal of Organic Chemistry. 2013. V.49. N7. P.1010-1018. DOI: 10.1134/S1070428013070099 WOS Scopus РИНЦ OpenAlex
Reactions of perfluorobenzocycloalkenes with ethyl cyanoacetate and methyllithium and some transformations of the products
Russian Journal of Organic Chemistry. 2013. V.49. N7. P.1010-1018. DOI: 10.1134/S1070428013070099 WOS Scopus РИНЦ OpenAlex
Original:
Синяков В.Р.
, Зонов Я.В.
, Карпов В.М.
, Береговая И.В.
, Платонов В.Е.
Взаимодействие перфторбензоциклоалкенов с цианоуксусным эфиром и метиллитием и некоторые превращения образующихся соединений
Журнал органической химии (RUSS J ORG CHEM+). 2013. Т.49. №7. С.1026-1034. РИНЦ
Взаимодействие перфторбензоциклоалкенов с цианоуксусным эфиром и метиллитием и некоторые превращения образующихся соединений
Журнал органической химии (RUSS J ORG CHEM+). 2013. Т.49. №7. С.1026-1034. РИНЦ
Dates:
| Published print: | Jul 1, 2013 |
| Published online: | Aug 8, 2013 |
Identifiers:
| Web of science: | WOS:000323061600009 |
| Scopus: | 2-s2.0-84882276982 |
| Elibrary: | 20458063 |
| OpenAlex: | W2065531295 |