Molecular Editing of Toluene by Sequential -C-H/Benzylic C-N Deaminative Functionalizations.

Org Lett

College of Chemistry, State Key Laboratory of Elementoorganic Chemistry, Nankai University, Tianjin 300071, China.

Published: September 2024

An approach to synthesizing structurally diverse toluene derivatives via sequential -C-H and benzylic C-N deaminative functionalization was developed by using a recyclable bifunctional directing template. The functionalized Katritzky salt intermediates are shown to be engaged in a wide range of carbon-carbon and carbon-heteroatom bond formation reactions. The synthetic utility of the strategy was demonstrated by late-stage functionalization of toloxatone.

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http://dx.doi.org/10.1021/acs.orglett.4c02781DOI Listing

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