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Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
Photocatalytic C-C bond thio(seleno)esterification of 1,2-diketone-derived pro-aromatic intermediates
Amit Pal1, Sudip Sarkar1, Aaron Shibu1
1School of Chemistry, Indian Institute of Science Education and Research Thiruvananthapuram, Thiruvananthapuram 695551, Kerala, India. basudev@iisertvm.ac.in.
Abstract:
We report an organophotocatalyst-enabled oxidant-free C-S/C-Se bond coupling of (un)symmetrical 1,2-diketones via pro-aromatic dihydroquinazolinones/benzothiazolines, employing readily accessible disulfides/diselenides. In this scalable and redox-neutral method, various dialkyl, di(hetero)aryl, and alkyl-aryl 1,2-diketones are expediently converted to S-aryl (S-alkyl) alkyl/(hetero)aryl thioesters and Se-alkyl aryl selenoesters with broad functional group compatibility in high efficiency.
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