Journal
TETRAHEDRON
Volume 70, Issue 32, Pages 4790-4798Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.05.038
Keywords
Chemoselectivity; Flow conditions; Hydrogenation; Palladium; Supported catalysts
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Funding
- Japan Science Society [25-302]
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Four types of heterogeneous Pd catalysts (10% Pd/C, 10% Pd/HP20, 0.5% Pd/MS3A, and 0.3% Pd/BN) were applied to the flow hydrogenation to systematically evaluate the appropriate conditions for the reduction of a wide variety of reducible functionalities. The use of 10% Pd/C and 10% Pd/HP20 allowed the hydrogenation of various reducible functionalities by a single-pass of the substrate-MeOH solution through the catalyst cartridge, while 0.5% Pd/MS3A and 0.3% Pd/BN catalyzed a novel chemoselective hydrogenation; only alkene, alkyne, azide, and nitro functionalities could be reduced with other coexisting reducible functionalities intact. (C) 2014 Elsevier Ltd. All rights reserved.
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