Blue-Light-Induced Carbene-Transfer Reactions of Diazoalkanes.
continuous-flow
cyclopropenation
diazoalkanes
photochemistry
rearrangement
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
21 Jan 2019
21 Jan 2019
Historique:
received:
18
10
2018
revised:
13
11
2018
pubmed:
28
11
2018
medline:
28
11
2018
entrez:
28
11
2018
Statut:
ppublish
Résumé
Carbenes are very important reactive intermediates to access a variety of complex molecules and are applied widely in organic synthesis and drug discovery. Typically, their chemistry is accessed by the use of transition metal catalysts. Herein, we describe the application of low-energy blue light for the photochemical generation of carbenes from donor-acceptor diazoalkanes. This catalyst-free and operationally simple approach enables highly efficient cyclopropenation reactions with alkynes and the rearrangement of sulfides under mild reaction conditions, which can be utilized for both batch and continuous-flow processes.
Identifiants
pubmed: 30480350
doi: 10.1002/anie.201811991
doi:
Types de publication
Journal Article
Langues
eng
Pagination
1203-1207Subventions
Organisme : Deutsche Forschungsgemeinschaft
ID : 408033718
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.