1949
DOI: 10.1021/ja01172a518
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An Improved Method for the Preparation of Aromatic Diazoketones

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Cited by 66 publications
(12 citation statements)
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“…Thermal reactions were also carried out at higher temperatures by heating 3b and 4b in sealed glass tubes at 180 ЊC. Analysis ( 1 H-NMR) of the crude product showed that although reactions occurred (see below), the furanones 6b-8b (18), 4a (37) 3a (5), 4a (31) 3b (12), 4b (21) 4c (32) 3d (18), 4d (26) 3e (13), 4e (17) 3f (10), 4f (32) 12a (84) 12a (85) 12b (15-60) b 12c (31) 12e (26) 12f (14) 9a (2), 10a (6) 5a (22), 6a (5), 8a (1), 9a a Used as supplied (Aldrich). b The yield is reduced significantly on chromatography.…”
Section: Resultsmentioning
confidence: 99%
“…Thermal reactions were also carried out at higher temperatures by heating 3b and 4b in sealed glass tubes at 180 ЊC. Analysis ( 1 H-NMR) of the crude product showed that although reactions occurred (see below), the furanones 6b-8b (18), 4a (37) 3a (5), 4a (31) 3b (12), 4b (21) 4c (32) 3d (18), 4d (26) 3e (13), 4e (17) 3f (10), 4f (32) 12a (84) 12a (85) 12b (15-60) b 12c (31) 12e (26) 12f (14) 9a (2), 10a (6) 5a (22), 6a (5), 8a (1), 9a a Used as supplied (Aldrich). b The yield is reduced significantly on chromatography.…”
Section: Resultsmentioning
confidence: 99%
“…The Cu(acac), catalysed reaction between acetall and diazoacetophenone (5b) [34] was carried out as above reported for dihydrofuran 6a. After evaporation of the solvent under reduced pressure, the residue was distilled to give first the unchanged acetal 1 and further pure dihydrofuran 6b at bp 140-142°10.6 mm in 70% yields.…”
Section: 2-dimethoxy-35-diphenyl-23-dihydrofuran (6b)mentioning
confidence: 99%
“…Le double inconv6nient cit6 ci-dessus peut stre &it6 par addition de trigthylamine au milieu r6actionnel (12); ceci se v6rifie si on utilise des chlorures d'acides aromatiques. Dans notre cas, l'addition de trigthylamine s'est r6-v616e inopgrante, ce qui est g6nGralement le cas pour les chlorures d'acides aliphatiques poss6dant m atome d'hydrogene en CI (13).…”
Section: **unclassified