{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["14(48)"],"submitter":["Aggarwal R"],"pubmed_abstract":["The present study reports some fascinating results of Hantzsch's [3 + 2] cyclic condensation of α-bromo-1,3-diketones, a tri-electrophilic synthon generated <i>in situ</i> by bromination of 1,3-diketones using the mild brominating reagent NBS with trinucleophilic <i>N</i>-substituted thioureas. Interestingly, out of a total of 20 combinations, 10 resulted in the exclusive formation of the desired 2-(<i>N</i>-arylamino)-5-acyl-4-methylthiazoles regioselectively, seven led to the formation of unexpected 2-(<i>N</i>-acylimino)-3-<i>N</i>-aryl-4-methylthiazoles through an interesting C-N acyl migration, and three furnished a mixture consisting of both products. The regioselectivity pattern of the two products may be attributed to a greater electrophilicity of the carbonyl carbon of the acetyl "],"journal":["RSC advances"],"pagination":["35585-35600"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC11544347"],"repository":["biostudies-literature"],"pubmed_title":["Reaction of unsymmetrical α-bromo-1,3-diketones with <i>N</i>-substituted thioureas: regioselective access to 2-(<i>N</i>-arylamino)-5-acyl-4-methylthiazoles and/or rearranged 2-(<i>N</i>-acylimino)-3-<i>N</i>-aryl-4-methylthiazoles."],"pmcid":["PMC11544347"],"pubmed_authors":["Sanz D","Aggarwal R","Sharma S","Jain N","Torralba MC","Claramunt RM","Delgado P"],"additional_accession":[]},"is_claimable":false,"name":"Reaction of unsymmetrical α-bromo-1,3-diketones with <i>N</i>-substituted thioureas: regioselective access to 2-(<i>N</i>-arylamino)-5-acyl-4-methylthiazoles and/or rearranged 2-(<i>N</i>-acylimino)-3-<i>N</i>-aryl-4-methylthiazoles.","description":"The present study reports some fascinating results of Hantzsch's [3 + 2] cyclic condensation of α-bromo-1,3-diketones, a tri-electrophilic synthon generated <i>in situ</i> by bromination of 1,3-diketones using the mild brominating reagent NBS with trinucleophilic <i>N</i>-substituted thioureas. Interestingly, out of a total of 20 combinations, 10 resulted in the exclusive formation of the desired 2-(<i>N</i>-arylamino)-5-acyl-4-methylthiazoles regioselectively, seven led to the formation of unexpected 2-(<i>N</i>-acylimino)-3-<i>N</i>-aryl-4-methylthiazoles through an interesting C-N acyl migration, and three furnished a mixture consisting of both products. The regioselectivity pattern of the two products may be attributed to a greater electrophilicity of the carbonyl carbon of the acetyl ","dates":{"release":"2024-01-01T00:00:00Z","publication":"2024 Nov","modification":"2026-07-16T19:52:56.777Z","creation":"2026-07-09T13:14:47.926Z"},"accession":"S-EPMC11544347","cross_references":{"pubmed":["39524089"],"doi":["10.1039/d4ra05436a"]}}