{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Singh A"],"funding":["DST | Science and Engineering Research Board","DST | Science and Engineering Research Board (SERB)","Anusandhan National Research Foundation"],"pagination":["92-100"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC12768968"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["18(1)"],"pubmed_abstract":["[2,1]-Azaboranaphthalenes represent unique boron-nitrogen (BN) isosteres of naphthalenes, attracting interest for the development of molecules with enhanced therapeutic potency. The existing synthetic strategies are generally two-component reactions with harsh conditions. Here we report an organocatalysed three-component modular synthesis of ring-fused BN isosteres and BN-2,1-azaboranaphthalenes following ring expansion of unstrained cyclic ketones (n = 4-8) via Wolff-type rearrangement. The strategy used 2-formylarylboronic acid as a C-B surrogate and TMSN<sub>3</sub> as an exogenous single nitrogen source, allowing the de novo rapid synthesis of BN isosteres by forging C-C, C-N and B-N bonds under a single operation. The developed method proved to be compatible with a broad substrate sco"],"journal":["Nature chemistry"],"pubmed_title":["Organocatalysed three-component modular synthesis of BN isosteres and BN-2,1-azaboranaphthalenes via Wolff-type rearrangement."],"pmcid":["PMC12768968"],"funding_grant_id":["CRG/2018/002147"],"pubmed_authors":["Kant R","Singh A","Grellier M","Kumar R"],"additional_accession":[]},"is_claimable":false,"name":"Organocatalysed three-component modular synthesis of BN isosteres and BN-2,1-azaboranaphthalenes via Wolff-type rearrangement.","description":"[2,1]-Azaboranaphthalenes represent unique boron-nitrogen (BN) isosteres of naphthalenes, attracting interest for the development of molecules with enhanced therapeutic potency. The existing synthetic strategies are generally two-component reactions with harsh conditions. Here we report an organocatalysed three-component modular synthesis of ring-fused BN isosteres and BN-2,1-azaboranaphthalenes following ring expansion of unstrained cyclic ketones (n = 4-8) via Wolff-type rearrangement. The strategy used 2-formylarylboronic acid as a C-B surrogate and TMSN<sub>3</sub> as an exogenous single nitrogen source, allowing the de novo rapid synthesis of BN isosteres by forging C-C, C-N and B-N bonds under a single operation. The developed method proved to be compatible with a broad substrate sco","dates":{"release":"2026-01-01T00:00:00Z","publication":"2026 Jan","modification":"2026-06-06T10:51:03.363Z","creation":"2026-05-29T03:12:01.897Z"},"accession":"S-EPMC12768968","cross_references":{"pubmed":["40925944"],"doi":["10.1038/s41557-025-01938-1"]}}