Reactivity and H–D Exchange Rate of the α-Methylene of Deoxyvasicinone and its Homologs View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2014-12

AUTHORS

Kh. M. Shakhidoyatov, M. G. Levkovich, B. Zh. Elmuradov, N. D. Abdullaev

ABSTRACT

The deuterium exchange rate of the α-methylene of deoxyvasicinone (1) and mackinazolinone (2) and their seven- (3) and eight-membered (4) homologs was studied in neutral, acidic, and basic media. It was found that the exchange rate depended on the number of methylenes in the polymethylene ring and the medium. The deuterium exchange rate decreased in the order 2→1→3→4 and was slowest in media close to neutral. The results agreed with those for the reactions of 1–4 with bromine in acidic medium, condensation with substituted aromatic and heterocyclic aldehydes, and acylation by aromatic acid chlorides. Several trends in the reactivity of the tricyclic quinazolin-4-ones were discovered. More... »

PAGES

1060-1065

Identifiers

URI

http://scigraph.springernature.com/pub.10.1007/s10600-014-1159-6

DOI

http://dx.doi.org/10.1007/s10600-014-1159-6

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1034389760


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