Cascade Reaction of Arylboronic Acids and 2'-Cyano-biaryl-2-aldehyde N-Tosylhydrazones: Access to Functionalized 9-Amino-10-arylphenanthrenes.

J Org Chem

School of Chemistry and Chemical Engineering, the Key Laboratory for Green Processing of Chemical Engineering of Xinjiang Bingtuan , Shihezi University, Shihezi City , 832004 , China.

Published: January 2019

An efficient, general, and convenient protocol for the synthesis of functionalized 9-amino-10-arylphenanthrene derivatives using a catalyst-free cascade reaction of arylboronic acids and 2'-cyano-biaryl-2-aldehyde N-tosylhydrazones is described. The synthesis was carried out via simple experimental conditions using NaCO in 1,4-dioxane as a solvent. Moreover, the 9-amino-10-arylphenanthrene compounds were also obtained on a gram scale and further derivatized to synthesize the fused phenanthrene derivatives.

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http://dx.doi.org/10.1021/acs.joc.8b02605DOI Listing

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