Journal
ORGANIC LETTERS
Volume 24, Issue 49, Pages 9123-9129Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c03852
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- Pfizer Boulder Research Development
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Photoredox-transition metal dual catalysis is an important platform for constructing sp3-rich chemical matter, which is significant for medicinal chemistry programs. By cross-coupling commercially available or easily prepared compounds, novel saturated heterocyclic scaffolds can be obtained, providing opportunities for diversification.
Photoredox-transition metal dual catalysis provides a unique platform for constructing sp3-rich chemical matter. Here, we report a nickel-catalyzed cross-coupling of commercially available or easily prepared redox-active NHP azetidine-2-carboxylates with commercially available heteroaryl iodides to yield 2-heteroaryl azetidines. This off-the-shelf approach yielded products amenable to diversification giving access to novel saturated heterocyclic scaffolds useful for medicinal chemistry programs. An alternative mechanism for Hantzsch ester within nickel-catalyzed cross-coupling of heteroaryl halides and alpha-amino radicals is also presented.
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