Journal
ACS CATALYSIS
Volume 9, Issue 4, Pages 3604-3617Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.9b00009
Keywords
C-H amination; metalloporphyrin; nitrene insertion; metalloradical catalysis; N-scaffolds
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Funding
- DST INSPIRE grant
- DST (Department of Science and Technology) [IF-CH-15-179]
- NIPER-R for a doctoral fellowship
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Direct C-H bond functionalization to form C-N bonds via nitrenoid insertion is one of the most effective strategies to construct N-functionalized molecules of importance. In this context, metalloporphyrins have established themselves as effective catalytic systems for such transformation, following an outer-sphere pathway. In the past few years C(sp(3))-H bond amination has progressed in leaps and bounds, tackling the chemo-/regioselectivity issue not only in small molecules but also in complex molecules through late-stage functionalization, furnishing valuable N-scaffolds. It is only very recently that the biocatalytic approach with metalloporphyrin-based enzymes has emerged as a promising research area demonstrating very good regio- and stereoselectivity toward the development of environmentally benign C-H amination processes. Importantly, the progress in aromatic C-H bond amination has also gained prominence lately under metalloporphyrin catalysis. This review covers development achieved to date in metalloporphyrin-catalyzed C-H amination, including the very nascent biocatalytic C-H bond nitrenoid insertion, in addition to providing an insight on the mechanistic aspects as well.
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