α-Arylamino Diazoketones
- Autor(en)
- Laura Castoldi, Laura Ielo, Wolfgang Holzer, Gerald Giester, Alexander Roller, Vittorio Pace
- Abstrakt
Primary and secondary a- halomethyl diazoketones generated via Arndt- Eistert chem. with min. loading of diazomethane efficiently alkylate arom. amines in the presence of calcium oxide to furnish the corresponding a- arylamino diazoketones under full chemocontrol. Such a simple inorg. acid scavenger fully neutralizes the hydrohalic acid formed during the nucleophilic displacement which otherwise would immediately react to produce the corresponding a- haloketone. The methodol. can be further exploited in analogous acylation- type processes on secondary arylamino diazoketones. In depth spectroscopic (1H, 13C and 15N- NMR) and crystallog. analyses document interesting structural features of these previously unknown diazo derivs.
- Organisation(en)
- Institut für Mineralogie und Kristallographie, Core Facility für Kristallstrukturanalyse
- Externe Organisation(en)
- Università degli Studi di Messina
- Journal
- The Journal of Organic Chemistry
- Band
- 83
- Seiten
- 4336-4347
- Anzahl der Seiten
- 12
- ISSN
- 0022-3263
- DOI
- https://doi.org/10.1021/acs.joc.7b03134
- Publikationsdatum
- 03-2018
- Peer-reviewed
- Ja
- ÖFOS 2012
- 104015 Organische Chemie, 104026 Spektroskopie, 301207 Pharmazeutische Chemie, 105113 Kristallographie
- Schlagwörter
- ASJC Scopus Sachgebiete
- Organic Chemistry
- Link zum Portal
- https://ucrisportal.univie.ac.at/de/publications/2dee04c6-0a98-4b8b-be28-a53bcb13186e