Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles

Literature Information

Publication Date 2016-03-09
DOI 10.1039/C6QO00053C
Impact Factor 5.281
Authors

Xingao Peng, Atsushi Kaga, Hajime Hirao, Shunsuke Chiba


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Abstract

The t-BuOK-mediated reactions of γ,δ-alkenyl N-arylhydrazones enabled intramolecular hydroamination with the outer nitrogen, affording tetrahydropyridazine derivatives. DFT calculations demonstrated a clear distinction in the chemical reactivity between hydrazones and analogous oximes in inorganic base-mediated hydroamination.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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