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Publication details

Document type
Journal articles

Document subtype
Full paper

Title
A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions

Participants in the publication
Wusheng Guo (Author)
Joan Gónzalez-Fabra (Author)
Nuno A. G. Bandeira (Author)
BioISI
 Carles Bo (Author)
Arjan W. Kleij (Author)

Summary
The first chemo- and site-selective process for the formation of N-aryl-carbamates from cyclic organic carbonates and aromatic amines is reported. The reactions proceed smoothly under extremely mild reaction conditions using TBD (triazabicyclodecene) as an effective and cheap organocatalyst, thus providing a sustainable and new methodology for the formation of a wide variety of useful N-aryl carbamate synthons in good to excellent yields. Computational investigations have been performed and show the underlying reason for the observed unique reactivity as related to an effective proton-relay mechanism mediated by the bicyclic guanidine base.

Date of Publication
2015-08-12

Where published
Angewandte Chemie International Edition

Publication Identifiers
ISSN - 1433-7851

Publisher
Wiley

Volume
54
Number
40

Number of pages
4
Starting page
11686
Last page
11690

Document Identifiers
DOI - https://doi.org/10.1002/anie.201504956
URL - http://dx.doi.org/10.1002/anie.201504956


Export

APA
Wusheng Guo, Joan Gónzalez-Fabra, Nuno A. G. Bandeira, Carles Bo, Arjan W. Kleij, (2015). A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions. Angewandte Chemie International Edition, 54, 11686-11690. ISSN 1433-7851. eISSN . http://dx.doi.org/10.1002/anie.201504956

IEEE
Wusheng Guo, Joan Gónzalez-Fabra, Nuno A. G. Bandeira, Carles Bo, Arjan W. Kleij, "A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions" in Angewandte Chemie International Edition, vol. 54, pp. 11686-11690, 2015. 10.1002/anie.201504956

BIBTEX
@article{48901, author = {Wusheng Guo and Joan Gónzalez-Fabra and Nuno A. G. Bandeira and Carles Bo and Arjan W. Kleij}, title = {A Metal-Free Synthesis of N-Aryl Carbamates under Ambient Conditions}, journal = {Angewandte Chemie International Edition}, year = 2015, pages = {11686-11690}, volume = 54 }