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Synthetic studies towards 1,5-benzodiazocines
KTH, Skolan för kemivetenskap (CHE), Kemi, Tillämpad fysikalisk kemi.
2013 (engelsk)Inngår i: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 69, nr 12, s. 2647-2654Artikkel i tidsskrift (Fagfellevurdert) Published
Abstract [en]

Anthranilonitrile reacted with phenylmagnesium bromide to yield a dianion, which when heated (similar to 120 degrees C) yielded the condensation product 2-(2-aminophenyl)-2,4-dipheny1-1,2-dihydroquinazoline 8. This heterocycle, when treated with palladium acetate, was converted into 6,12-diphenyldibenzo[b,f][1,5] diazocine 9. Methylmagnesium bromide and anthranilonitrile, under similar conditions directly gave a nitrogen-bridged diazocine, whose structure was determined by X-ray crystallography and also proven to be an analogue of Troger's base. Acid-induced condensation of 2-amino-3-methoxybenzaldehyde gave the trimeric product 45 rather than a dibenzo[b,f][1,5]diazocine.

sted, utgiver, år, opplag, sider
2013. Vol. 69, nr 12, s. 2647-2654
Emneord [en]
Benzo[b, f][1, 5]diazocine, Iminodibenzodiazocine, Quinazoline, Nitrogen heterocycle, Grignard reagent, Troger's base
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URN: urn:nbn:se:kth:diva-120161DOI: 10.1016/j.tet.2013.01.018ISI: 000315610400020Scopus ID: 2-s2.0-84874106108OAI: oai:DiVA.org:kth-120161DiVA, id: diva2:613788
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QC 20130402

Tilgjengelig fra: 2013-04-02 Laget: 2013-04-02 Sist oppdatert: 2017-12-06bibliografisk kontrollert

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