One-Pot Oxidative C-H Activation/Aza-Prins-Type Reaction of Tertiary Alkynylamines: A Counter Ion-Induced Iminium Ion-Alkyne Cyclization
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- Julio Cesar Orejarena Pacheco
- Stefan Pusch
- Leander Geske
- Till Opatz
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:000618540600073&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1021/acs.joc.0c02737
- eISSN
- 1520-6904
- Externe Identifier
- Clarivate Analytics Document Solution ID: QH8RV
- PubMed Identifier: 33496587
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 3
- Zeitschrift
- JOURNAL OF ORGANIC CHEMISTRY
- Paginierung
- 2760 - 2771
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Titel
- One-Pot Oxidative C-H Activation/Aza-Prins-Type Reaction of Tertiary Alkynylamines: A Counter Ion-Induced Iminium Ion-Alkyne Cyclization
- Sub types
- Article
- Ausgabe der Zeitschrift
- 86
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Autoren
- Julio Cesar Orejarena Pacheco
- Stefan Pusch
- Leander Geske
- Till Opatz
- DOI
- 10.1021/acs.joc.0c02737
- eISSN
- 1520-6904
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 3
- Zeitschrift
- The Journal of Organic Chemistry
- Sprache
- en
- Online publication date
- 2021
- Paginierung
- 2760 - 2771
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Herausgeber
- American Chemical Society (ACS)
- Herausgeber URL
- http://dx.doi.org/10.1021/acs.joc.0c02737
- Datum der Datenerfassung
- 2023
- Titel
- One-Pot Oxidative C–H Activation/Aza-Prins-Type Reaction of Tertiary Alkynylamines: A Counter Ion-Induced Iminium Ion–Alkyne Cyclization
- Ausgabe der Zeitschrift
- 86
Datenquelle: Crossref
- Abstract
- Herein, the design and development of a new one-pot and metal-free oxidative C-H activation/aza-Prins type cyclization of alkynylamines is reported. The scope of this method was demonstrated by the preparation of ten new pyrido[2,1-<i>a</i>]isoquinolines in moderate to high yields (38-92%). Furthermore, a mechanistic proposal for the alkyne aza-Prins cyclization is described based on DFT calculations.
- Addresses
- Institute of Organic Chemistry, University of Mainz, Duesbergweg 10-14, D-55128 Mainz, Germany.
- Autoren
- Julio Cesar Orejarena Pacheco
- Stefan Pusch
- Leander Geske
- Till Opatz
- DOI
- 10.1021/acs.joc.0c02737
- eISSN
- 1520-6904
- Externe Identifier
- PubMed Identifier: 33496587
- Funding acknowledgements
- Verband der Chemischen Industrie:
- Open access
- false
- ISSN
- 0022-3263
- Ausgabe der Veröffentlichung
- 3
- Zeitschrift
- The Journal of organic chemistry
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2021
- Paginierung
- 2760 - 2771
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Datum der Datenerfassung
- 2021
- Titel
- One-Pot Oxidative C-H Activation/Aza-Prins-Type Reaction of Tertiary Alkynylamines: A Counter Ion-Induced Iminium Ion-Alkyne Cyclization.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 86
Datenquelle: Europe PubMed Central
- Abstract
- Herein, the design and development of a new one-pot and metal-free oxidative C-H activation/aza-Prins type cyclization of alkynylamines is reported. The scope of this method was demonstrated by the preparation of ten new pyrido[2,1-a]isoquinolines in moderate to high yields (38-92%). Furthermore, a mechanistic proposal for the alkyne aza-Prins cyclization is described based on DFT calculations.
- Autoren
- Julio Cesar Orejarena Pacheco
- Stefan Pusch
- Leander Geske
- Till Opatz
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/33496587
- DOI
- 10.1021/acs.joc.0c02737
- eISSN
- 1520-6904
- Ausgabe der Veröffentlichung
- 3
- Zeitschrift
- J Org Chem
- Sprache
- eng
- Country
- United States
- Paginierung
- 2760 - 2771
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Titel
- One-Pot Oxidative C-H Activation/Aza-Prins-Type Reaction of Tertiary Alkynylamines: A Counter Ion-Induced Iminium Ion-Alkyne Cyclization.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 86
Datenquelle: PubMed
- Beziehungen:
- Eigentum von