Pictet–Spengler reactions in multiphasic supercritical carbon dioxide/CO2-expanded liquid media. In situ generation of carbamates as a strategy for reactions of amines in supercritical carbon dioxide

Joshua R. Dunetz; Rocco P. Ciccolini; Morgan Fröling; Scott M. Paap; Andrew J. Allen; Andrew B. Holmes; Jefferson W. Tester; Rick L. Danheiser

doi:10.1039/B508151C

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Pictet–Spengler reactions in multiphasic supercritical carbon dioxide/CO₂-expanded liquid media. In situ generation of carbamates as a strategy for reactions of amines in supercritical carbon dioxide†

Joshua R. Dunetz,^a Rocco P. Ciccolini,^a Morgan Fröling,^a Scott M. Paap,^a Andrew J. Allen,^a Andrew B. Holmes,^bc Jefferson W. Tester*^a and Rick L. Danheiser*^a

Author affiliations

* Corresponding authors

^a Departments of Chemistry and Chemical Engineering, Massachusetts Institute of Technology, Cambridge, USA
E-mail: testerel@mit.edu, danheisr@mit.edu
Fax: 617-252-1504

^b Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK

^c School of Chemistry and Bio21 Institute, University of Melbourne, Parkville Vic. 3010, Australia

Abstract

Acyl-Pictet–Spengler cyclizations can be achieved in scCO₂/CO₂-expanded liquid media via the in situ formation of carbamate derivatives of β-arylethylamines.

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Supplementary files

Description of reaction apparatus and experimental procedures and characterization data for 14? 21 and 24. PDF (435K)

Article information

DOI: https://doi.org/10.1039/B508151C
Article type: Communication
Submitted: 08 Jun 2005
Accepted: 06 Jul 2005
First published: 04 Aug 2005

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Chem. Commun., 2005, 4465-4467

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Pictet–Spengler reactions in multiphasic supercritical carbon dioxide/CO₂-expanded liquid media. In situ generation of carbamates as a strategy for reactions of amines in supercritical carbon dioxide

J. R. Dunetz, R. P. Ciccolini, M. Fröling, S. M. Paap, A. J. Allen, A. B. Holmes, J. W. Tester and R. L. Danheiser, Chem. Commun., 2005, 4465 DOI: 10.1039/B508151C

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