Diels-alder reactions with ethyl 1-benzofuran-3-carboxylates 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: 6, Pages: 872-885 Pages count : 14 DOI: 10.1134/S1070428013060134 | ||
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Abstract:
Substituted salicylaldehydes reacted with ethyl diazoacetate to give ethyl 1-benzofuran-3-carboxylates containing various substituents in the aromatic ring. The Diels-Alder reaction of these compounds with Danishefsky's diene was regioselective, and it provided an effective method for the construction of the heterocyclic skeleton of hexahydrodibenzo[b,d]furan-7-one or tetrahydrodibenzo[b,d]furan-7-one. The adducts were found to undergo rearrangement to substituted 4'-hydroxybiphenyl-2-yl methyl carbonates during column chromatography on silica gel.
Cite:
Kil'met'ev A.S.
, Shul'ts E.E.
, Shakirov M.M.
, Rybalova T.V.
, Tolstikov G.A.
Diels-alder reactions with ethyl 1-benzofuran-3-carboxylates
Russian Journal of Organic Chemistry. 2013. V.49. N6. P.872-885. DOI: 10.1134/S1070428013060134 WOS Scopus РИНЦ OpenAlex
Diels-alder reactions with ethyl 1-benzofuran-3-carboxylates
Russian Journal of Organic Chemistry. 2013. V.49. N6. P.872-885. DOI: 10.1134/S1070428013060134 WOS Scopus РИНЦ OpenAlex
Original:
Кильметьев А.С.
, Шульц Э.Э.
, Шакиров М.М.
, Рыбалова Т.В.
, Толстиков Г.А.
Диеновый синтез с участием этиловых эфиров бензо [b]фуран-3-карбоновых кислот
Журнал органической химии (RUSS J ORG CHEM+). 2013. Т.49. №6. С.888-900. РИНЦ
Диеновый синтез с участием этиловых эфиров бензо [b]фуран-3-карбоновых кислот
Журнал органической химии (RUSS J ORG CHEM+). 2013. Т.49. №6. С.888-900. РИНЦ
Dates:
| Published print: | Jun 1, 2013 |
| Published online: | Jul 6, 2013 |
Identifiers:
| Web of science: | WOS:000321522400013 |
| Scopus: | 2-s2.0-84880016260 |
| Elibrary: | 20442438 |
| OpenAlex: | W2022518298 |