4.7 Article

Visible-Light-Mediated N-Desulfonylation of N-Heterocycles Using a Heteroleptic Copper(I) Complex as a Photocatalyst

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 13, Pages 8732-8739

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00983

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Funding

  1. Vertex Pharmaceuticals

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A photoredox protocol that uses a heteroleptic Cu (I) complex, [Cu(dq)(BINAP)]BF4, has been developed for the photodeprotection of benzenesulfonyl-protected N-heterocycles. A range of substrates was examined, including indazoles, indoles, pyrazoles, and benzimidazole, featuring both electron-rich and electron-deficient substituents, giving good yields of the N-heterocycle products with broad functional group tolerance. This transformation was also found to be amenable to flow reaction conditions.

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