Issue 24, 2014

Organocatalytic asymmetric decarboxylative cyanomethylation of isatins using l-proline derived bifunctional thiourea

Abstract

First asymmetric decarboxylative cyanomethylation of isatins is reported herewith using bifunctional thiourea derived from L-proline in good yields and enantioselectivities. This strategy enables the construction of various 3-cyanomethylene substituted 3-hydroxyoxindoles in enantioselective manner. Enantioselective synthesis of CPC-1 alkaloid has been accomplished in fewer steps.

Graphical abstract: Organocatalytic asymmetric decarboxylative cyanomethylation of isatins using l-proline derived bifunctional thiourea

Supplementary files

Article information

Article type
Paper
Submitted
06 Feb 2014
Accepted
21 Mar 2014
First published
21 Mar 2014

Org. Biomol. Chem., 2014,12, 4186-4191

Organocatalytic asymmetric decarboxylative cyanomethylation of isatins using L-proline derived bifunctional thiourea

V. Pratap Reddy Gajulapalli, P. Vinayagam and V. Kesavan, Org. Biomol. Chem., 2014, 12, 4186 DOI: 10.1039/C4OB00271G

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