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Issue 7, 2011
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Synthesis of functionalized arylpyridines and -pyrimidines by domino [4+2]/retro [4+2] cycloadditions of electron-rich dienes with alkynylpyridines and -pyrimidines

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Abstract

Aryl-substituted pyridines and pyrimidines were prepared by [4+2] cycloadditions of alkynyl-substituted pyridines and -pyrimidines with electron-rich dienes. The reactions proceed by formation of a bridged cycloadduct and subsequent thermal extrusion of ethylene. The pyridine moiety plays a crucial role for the success of the reaction.

Graphical abstract: Synthesis of functionalized arylpyridines and -pyrimidines by domino [4+2]/retro [4+2] cycloadditions of electron-rich dienes with alkynylpyridines and -pyrimidines

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Article information


Submitted
21 Sep 2010
Accepted
21 Oct 2010
First published
07 Feb 2011

Org. Biomol. Chem., 2011,9, 2185-2191
Article type
Paper

Synthesis of functionalized arylpyridines and -pyrimidines by domino [4+2]/retro [4+2] cycloadditions of electron-rich dienes with alkynylpyridines and -pyrimidines

O. Abid, M. Nawaz, M. F. Ibad, R. A. Khera, V. Iaroshenko and P. Langer, Org. Biomol. Chem., 2011, 9, 2185
DOI: 10.1039/C0OB00755B

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