{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Bai Z"],"funding":["National Natural Science Foundation of China","National Natural Science Foundation of China (National Science Foundation of China)"],"pagination":["6445"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9616856"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["13(1)"],"pubmed_abstract":["Sulfur-heteroatom bonds such as S-S and S-N are found in a variety of natural products and often play important roles in biological processes. Despite their widespread applications, the synthesis of sulfenamides, which feature S-N bonds that may be cleaved under mild conditions, remains underdeveloped. Here, we report a method for synthesis of N-acyl sulfenamides via copper-catalyzed nitrene-mediated S-amidation reaction of thiols with dioxazolones. This method is efficient, convenient, and broadly applicable. Moreover, the resulting N-acetyl sulfenamides are highly effective S-sulfenylation reagents for the synthesis of unsymmetrical disulfides under mild conditions. The S-sulfenylation protocol enables facile access to sterically demanding disulfides that are difficult to synthesize by o"],"journal":["Nature communications"],"pubmed_title":["Synthesis of N-acyl sulfenamides via copper catalysis and their use as S-sulfenylating reagents of thiols."],"pmcid":["PMC9616856"],"funding_grant_id":["21901127"],"pubmed_authors":["Hu Y","He G","Yang P","Chen G","Chu X","Bai Z","Wang H","Zhu S"],"additional_accession":[]},"is_claimable":false,"name":"Synthesis of N-acyl sulfenamides via copper catalysis and their use as S-sulfenylating reagents of thiols.","description":"Sulfur-heteroatom bonds such as S-S and S-N are found in a variety of natural products and often play important roles in biological processes. Despite their widespread applications, the synthesis of sulfenamides, which feature S-N bonds that may be cleaved under mild conditions, remains underdeveloped. Here, we report a method for synthesis of N-acyl sulfenamides via copper-catalyzed nitrene-mediated S-amidation reaction of thiols with dioxazolones. This method is efficient, convenient, and broadly applicable. Moreover, the resulting N-acetyl sulfenamides are highly effective S-sulfenylation reagents for the synthesis of unsymmetrical disulfides under mild conditions. The S-sulfenylation protocol enables facile access to sterically demanding disulfides that are difficult to synthesize by o","dates":{"release":"2022-01-01T00:00:00Z","publication":"2022 Oct","modification":"2025-04-04T09:42:21.96Z","creation":"2025-04-04T09:42:21.96Z"},"accession":"S-EPMC9616856","cross_references":{"pubmed":["36307408"],"doi":["10.1038/s41467-022-34223-7"]}}