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• W2146283030 endingPage "4110" @default.
• W2146283030 startingPage "4105" @default.
• W2146283030 abstract "Abstract Despite there being a straightforward approach for the synthesis of 1,2‐dihydropyridines, the transition‐metal‐catalyzed [2+2+2] cycloaddition reaction of imines with alkynes has been achieved only with imines containing an N ‐sulfonyl or ‐pyridyl group. Considering the importance of 1,2‐dihydropyridines as useful intermediates in the preparation of a wide range of valuable organic molecules, it would be very worthwhile to provide novel strategies to expand the scope of imines. Herein we report a successful expansion of the scope of imines in nickel‐catalyzed [2+2+2] cycloaddition reactions with alkynes. In the presence of a nickel(0)/PCy 3 catalyst, a reaction with N ‐benzylidene‐ P,P ‐diphenylphosphinic amide was developed. Moreover, an application of N ‐aryl imines to the reaction was also achieved by adopting N‐heterocyclic carbene ligands. The isolation of an (η 2 ‐ N ‐aryl imine)nickel(0) complex containing a 14‐electron nickel(0) center and a T‐shaped 14‐electron five‐membered aza‐nickelacycle is shown. These would be considered as key intermediates of the reaction. The structure of these complexes was unambiguously determined by NMR spectroscopy and X‐ray analyses." @default.
• W2146283030 created "2016-06-24" @default.
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• W2146283030 date "2014-02-27" @default.
• W2146283030 modified "2023-10-18" @default.
• W2146283030 title "Nickel-Catalyzed Synthesis of<i>N</i>-Aryl-1,2-dihydropyridines by [2+2+2] Cycloaddition of Imines with Alkynes through T-Shaped 14-Electron Aza-Nickelacycle Key Intermediates" @default.
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• W2146283030 doi "https://doi.org/10.1002/chem.201304830" @default.
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