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Obaid-ur-Rahman Abid

Synthesis of Functionalized 4-Chlorophthalates, 2-Naphthoates, 2-Fluorobiaryls, and Arylpyridines by Cyclocondensation Reactions of 1,3-Bis(silyloxy)-1,3-butadienes and Related Dienes and by Palladium(0)-Catalyzed Cross-Coupling Reactions

Universität Rostock, 2010

Abstract: Fluorinated biaryls and azaxanthones are prepared based on domino reactions of substituted 2-fluoro-1,3-bis(silyloxy)-1,3-butadienes with cyanochromones. Bis(triflate) of 4-chloro-3,5-dihydroxyphthalate used for Suzuki-Miyaura reaction show good site-selectivity controlled by steric parameters. Suzuki-Miyaura and Sonogoshira reactions of the bis(triflate) of phenyl 1,4-dihydroxy-2-naphthoate proceeded with good site-selectivity controlled by electronic parameters. The Diels-Alder reaction of pyridyl- and pyrimidyl-substituted acetylenes with electron-rich dienes yeilded arylpyridines and arylpyrimidines.

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