Journal
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 7, Issue 9, Pages 8429-8439Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.9b00094
Keywords
Heterogeneous catalyst; Supported Ir catalysts; Mg-Al oxides; Methanol activation; Indoles; Cross-dehydrogenative coupling
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Funding
- Natural Science Foundation of Jiangsu Provincial Department of Education [18KJB150019]
- Nanjing Tech University [38274017108, 39837101]
- SICAM Fellowship from Jiangsu National Synergetic Innovation Center for Advanced Materials
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The first example of a heterogeneous catalyst based on hydrotalcite-derived Mg-Al oxides supported iridium (Ir/MgxAlO) for activation of methanol in the synthesis of bis(indolyl)methanes (BIMs) is reported. In this clean and reusable iridium-based catalytic system, a variety of substituted indoles were selectively converted to their corresponding BIMs in moderate to good yields with high tolerance to reducible functional groups by using methanol as a bridging methylene (-CH2-) donor. The high catalytic activity and selectivity of the reaction benefit from the delicate cooperation of redox/acid-base surface sites on this artificially designed multifunctional Ir/MgxAlO catalyst. The overall simplicity, chemoselectivity and sustainability of the catalytic system make this approach a valuable and step-economical tool to construct C-C bond directly from methanol in the synthesis of more complex molecules.
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