Abstract

A direct cross-coupling between 9H-fluoren-9-ols and organic azides for the synthesis of steric hindered 2-amino-2'-ketonyl biaryls was reported. The reaction featured an acid-mediated azidation/ring-expansion/hydrolysis cascade, which formally realized the C-N bond coupling reaction via cleavage of a C-C single bond. This method was applicable to chiral helical structure to give bulky axially chiral biaryls with full stereospecificity.

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