Transition-metal free synthesis of N-aryl carbazoles and their extended analogs.
Organic & biomolecular chemistry(2021)
Abstract
Herein, we describe a facile synthesis of N-arylated carbazoles via ladderization of fluorinated oligophenylenes. The reaction consists of two subsequent nucleophilic substitutions triggered by an electronic transfer from dimsyl anions. The reaction allows the effective one-pot formation of at least six C-N bonds with pronounced selectivity to the C-F bond placement.
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