Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules

Oxidative cyanation of sp3C–H bonds at the α position of amines was achieved using CoCuFe2O4 as a catalyst and NaCN as an inexpensive cyanide source at room temperature.CoCuFe2O4 was found to be an active catalyst for Csp [3]-Csp coupling, efficiently delivering valuable α-aminonitriles from tertiar...

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Main Authors: Firouz Matloubi Moghaddam, Raheleh Pourkaveh, Mahdi Heidarian
Format: Article
Language:English
Published: Elsevier 2021-01-01
Series:Catalysis Communications
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S1566736720302879
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spelling doaj-9395ec7de72744a8a0c33401a9cab9e32021-03-19T07:03:35ZengElsevierCatalysis Communications1873-39052021-01-01149106211Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug moleculesFirouz Matloubi Moghaddam0Raheleh Pourkaveh1Mahdi Heidarian2Corresponding author.; Laboratory of Organic Synthesis and Natural Products, Department of Chemistry, Sharif University of Technology, Azadi Street, PO Box 111559516, Tehran, IranLaboratory of Organic Synthesis and Natural Products, Department of Chemistry, Sharif University of Technology, Azadi Street, PO Box 111559516, Tehran, IranLaboratory of Organic Synthesis and Natural Products, Department of Chemistry, Sharif University of Technology, Azadi Street, PO Box 111559516, Tehran, IranOxidative cyanation of sp3C–H bonds at the α position of amines was achieved using CoCuFe2O4 as a catalyst and NaCN as an inexpensive cyanide source at room temperature.CoCuFe2O4 was found to be an active catalyst for Csp [3]-Csp coupling, efficiently delivering valuable α-aminonitriles from tertiary/secondary amines in good yields. The corresponding products were obtained with high selectivity toward α position. In addition, functional group tolerance offered the opportunity for application in late-stage functionalization of biologically active molecules. This transformation proceeds convenient on a gram-scale, and the catalyst can be reused for several runs with consistent catalytic activity.http://www.sciencedirect.com/science/article/pii/S1566736720302879α-Aminonitrilesp3C–H activationCobalt copper ferriteRoom temperature
collection DOAJ
language English
format Article
sources DOAJ
author Firouz Matloubi Moghaddam
Raheleh Pourkaveh
Mahdi Heidarian
spellingShingle Firouz Matloubi Moghaddam
Raheleh Pourkaveh
Mahdi Heidarian
Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules
Catalysis Communications
α-Aminonitrile
sp3C–H activation
Cobalt copper ferrite
Room temperature
author_facet Firouz Matloubi Moghaddam
Raheleh Pourkaveh
Mahdi Heidarian
author_sort Firouz Matloubi Moghaddam
title Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules
title_short Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules
title_full Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules
title_fullStr Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules
title_full_unstemmed Nano cobalt-copper ferrite catalyzed regioselective α-C(sp3)–H cyanation of amines: Secondary, tertiary, and drug molecules
title_sort nano cobalt-copper ferrite catalyzed regioselective α-c(sp3)–h cyanation of amines: secondary, tertiary, and drug molecules
publisher Elsevier
series Catalysis Communications
issn 1873-3905
publishDate 2021-01-01
description Oxidative cyanation of sp3C–H bonds at the α position of amines was achieved using CoCuFe2O4 as a catalyst and NaCN as an inexpensive cyanide source at room temperature.CoCuFe2O4 was found to be an active catalyst for Csp [3]-Csp coupling, efficiently delivering valuable α-aminonitriles from tertiary/secondary amines in good yields. The corresponding products were obtained with high selectivity toward α position. In addition, functional group tolerance offered the opportunity for application in late-stage functionalization of biologically active molecules. This transformation proceeds convenient on a gram-scale, and the catalyst can be reused for several runs with consistent catalytic activity.
topic α-Aminonitrile
sp3C–H activation
Cobalt copper ferrite
Room temperature
url http://www.sciencedirect.com/science/article/pii/S1566736720302879
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AT rahelehpourkaveh nanocobaltcopperferritecatalyzedregioselectiveacsp3hcyanationofaminessecondarytertiaryanddrugmolecules
AT mahdiheidarian nanocobaltcopperferritecatalyzedregioselectiveacsp3hcyanationofaminessecondarytertiaryanddrugmolecules
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