Ag(I)-Mediated Site-Selective C(sp2)‑H Chalcogenation of Tryptophan-Peptides with Dichalcogenides at Room Temperature

This report presents a silver-mediated site-selective chalcogenation of tryptophan-containing peptides with various dichalcogenides (disulfides/diselenides) at room temperature in good to excellent yields. The significant features include broad substrate scope, functional group diversity, late-stage...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-10, Vol.89 (20), p.14981-15002
Main Authors: Bag, Raghunath, Kar, Malobika, Sharma, Nagendra K.
Format: Article
Language:English
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Summary:This report presents a silver-mediated site-selective chalcogenation of tryptophan-containing peptides with various dichalcogenides (disulfides/diselenides) at room temperature in good to excellent yields. The significant features include broad substrate scope, functional group diversity, late-stage modification of drug molecules (Dopamine and Levodopa), and various valuable postsynthetic transformations under mild conditions.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c01730