Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 8, Issue 1, Pages 267-277Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.9b05298
Keywords
Ni2P nanoparticles; biomass-derived carbon; cross-dehydrogenation coupling; aerobic oxidation; N-heterocycles
Categories
Funding
- DICP QIBEBT [DICP & QIBEBT UN201704]
- Dalian National Laboratory for Clean Energy (DNL), Chinese Academy of Sciences, Key R Plan of Shandong Province [2019GGX102075]
- Open Projects of State Key Laboratory of Physical Chemistry of the Solid Surface (Xiamen University) [201808]
- Royal Society (UK) [NAF\R2\180695]
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Aerobic oxidative cross-dehydrogenative coupling represents one of the most straightforward and atom-economic methods for construction of C-C and C-X (X = N, O, S, or P) bonds, especially when environmentally friendly air is used as the oxidant. Herein, we report the development of an inexpensive, stable, and highly dispersed ultrafine Ni2P nanoparticles with narrow size distribution supported on N,P-codoped biomass-derived porous carbon. The as-prepared catalyst is highly active and stable for the synthesis of pharmaceutically important N-heterocycles, including quinazolines, quinazolinones, and imidazoles, through oxidative cross-dehydrogenative coupling of a wide range of alcohols with diamines or 2-aminobenzamides using atmospheric air as the sole oxidant under mild reaction conditions. This work provides a new method to access N-heterocycles, which is operationally simple, widely applicable to various alcohols and diamines (or 2-aminobenzamides), and capable for gram-scale synthesis, highlighting its practical potential. Mechanistic studies reveal that the coupling proceeds in a cascade manner, with atmospheric air as a hydrogen acceptor that significantly boosts the overall reaction efficiency.
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