Efficient synthesis of multisubstituted 2-alkenylpyridines via 2,3-rearrangement of O-homoallenylic oximes

Literature Information

Publication Date 2017-02-09
DOI 10.1039/C6QO00703A
Impact Factor 5.281
Authors

Itaru Nakamura, Yoshiharu Oyama, Dong Zhang


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Abstract

O-Homoallenylic α,β-unsaturated oximes were efficiently converted to the corresponding 2-alkenylpyridine derivatives by microwave irradiation. The present reaction proceeds via 2,3-rearrangement followed by 6π-electrocyclization of the resulting N-(2-dienyl)nitrone intermediate serving as a 3-azatriene.

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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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