Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
5 years ago

Air-Stable Manganese(I)-Catalyzed C−H Activation for Decarboxylative C−H/C−O Cleavages in Water

Air-Stable Manganese(I)-Catalyzed C−H Activation for Decarboxylative C−H/C−O Cleavages in Water
Mélanie M. Lorion, Hui Wang, Lutz Ackermann
The decarboxylative C−H/C−O functionalization was accomplished by air- and water-tolerant manganese(I) catalysis. The versatile C−H allylation occurred by facile organometallic C−H metalation on indoles, arenes, amino acids and synthetically meaningful aryl ketimines with ample substrate scope and high levels of chemo-, site- and regio-selectivity. Manganese-catalyzed C−H activation: Robust organometallic manganese(I)-catalyzed C−H/C−O functionalizations enabled expedient decarboxylative diversifications of indoles, arenes, ketimines, and amino acids in air and H2O. Mechanistic experiments show the reversibility of the C−H metalation and the intermediacy of the metalacycle species.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201702193

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