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Issue 7, 2019
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Cobalt-catalyzed synthesis of N-containing heterocycles via cyclization of ortho-substituted anilines with CO2/H2

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Abstract

The CO2-involved synthesis of chemicals is of great significance from the green and sustainable chemistry viewpoint. Herein, we report a non-noble metal catalytic system composed of CoF2, CsF and P(CH2CH2PPh2)3 (denoted as PP3) for the synthesis of N-containing heterocycles from ortho-substituted anilines and CO2/H2. Mechanism investigation indicates that [Co(PP3)H(CO2)]+ is a catalytically active intermediate under working conditions; and CsF plays important roles in activating ortho-substituted anilines via hydrogen bond interactions, thus promoting the formation of the final products. This catalytic system is highly efficient, and allows a wide scope of ortho-substituted anilines, together with excellent functional group tolerance, affording various N-containing heterocycles in good to excellent yields.

Graphical abstract: Cobalt-catalyzed synthesis of N-containing heterocycles via cyclization of ortho-substituted anilines with CO2/H2

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Supplementary files

Article information


Submitted
10 Jan 2019
Accepted
22 Feb 2019
First published
25 Feb 2019

Green Chem., 2019,21, 1695-1701
Article type
Paper

Cobalt-catalyzed synthesis of N-containing heterocycles via cyclization of ortho-substituted anilines with CO2/H2

Z. Ke, B. Yu, H. Wang, J. Xiang, J. Han, Y. Wu, Z. Liu, P. Yang and Z. Liu, Green Chem., 2019, 21, 1695
DOI: 10.1039/C9GC00095J

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