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Cyclopropyl building blocks for organic synthesis, part 75. Domino reactions of amidines with methyl 2-chloro-2-cyclopropylideneacetate as an efficient access to cyclobutene-annelated pyrimidinones

Title: Cyclopropyl building blocks for organic synthesis, part 75. Domino reactions of amidines with methyl 2-chloro-2-cyclopropylideneacetate as an efficient access to cyclobutene-annelated pyrimidinones
Authors: Notzel, M. W.; Rauch, K.; Labahn, T.; de Meijere, Armin
Contributors: Notzel, M. W.; Rauch, K.; Labahn, T.; de Meijere, Armin
Publisher Information: Amer Chemical Soc
Publication Year: 2002
Collection: Georg-August-Universität Göttingen: GoeScholar
Description: An efficient one-step synthesis of 2,4-diazabicyclo[4.2.0]octa-1 (6),2-dien-5-ones 3 from methyl 2-chloro-2-cyclopropylideneacetate (1) and amidines 2a-c as well as N,N-dimethylguanidine (2d) is described, Similar to the benzocyclobutenes, the cyclobutene-annelated pyrimidones 3 undergo thermal ring opening and the resulting o-quinodimethane analogues readily cycloadd dienophiles to yield tetrahydroquinazolone derivatives.
Document Type: article in journal/newspaper
Language: unknown
Relation: 000174253600044
Availability: https://resolver.sub.uni-goettingen.de/purl?gro-2/44043
Rights: info:eu-repo/semantics/openAccess
Accession Number: edsbas.B90C5079
Database: BASE