Literature DB >> 32482067

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

Cameron J Hunter1, Michael J Boyd1, Gregory D May1, Robert Fimognari1.   

Abstract

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.

Entities:  

Year:  2020        PMID: 32482067     DOI: 10.1021/acs.joc.0c00983

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

Review 1.  Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors:  Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal:  Chem Rev       Date:  2021-08-10       Impact factor: 60.622

2.  Bulky and Stable Copper(I)-Phenanthroline Complex: Impact of Steric Strain and Symmetry on the Excited-State Properties.

Authors:  Lea Gimeno; Brian T Phelan; Emily A Sprague-Klein; Thierry Roisnel; Errol Blart; Christophe Gourlaouen; Lin X Chen; Yann Pellegrin
Journal:  Inorg Chem       Date:  2022-05-04       Impact factor: 5.436

3.  Photocatalytic Late-Stage Functionalization of Sulfonamides via Sulfonyl Radical Intermediates.

Authors:  Michael J Tilby; Damien F Dewez; Loïc R E Pantaine; Adrian Hall; Carolina Martínez-Lamenca; Michael C Willis
Journal:  ACS Catal       Date:  2022-05-06       Impact factor: 13.700

4.  Copper(I) Bis(diimine) Complexes with High Photooxidation Power: Reductive Quenching of the Excited State with a Benzimidazoline Sacrificial Donor.

Authors:  Lea Gimeno; Clemence Queffelec; Errol Blart; Yann Pellegrin
Journal:  ACS Omega       Date:  2022-04-07
  4 in total

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