{"doi":"10.1002/anie.202409613","title":"Interception and Synthetic Application of Diradical and Diene Forms of Dual‐Nature Azabicyclic <i>o</i> ‐Quinodimethanes Generated by 6π‐Azaelectrocyclization","abstract":"Abstract We demonstrate that 2‐alkenylarylaldimines and ketimines undergo thermal 6π‐azaelectrocyclization to generate a wide range of azabicyclic o ‐quinodimethanes ( o ‐QDMs). These o ‐QDMs exist as a hybrid of a diene and a benzylic diradical. The diradical nature was confirmed by their ability to undergo dimerization and react with H‐atom donor, 2,2,6,6‐tetramethylpiperidin‐1‐yl)oxyl (TEMPO) and O 2 . In addition, the interception of the diradicaloid o ‐QDMs by H‐atom transfer was used to synthesize five tetrahydroisoquinoline alkaloids and related bioactive molecules. The diene form can undergo [4+2] cycloaddition reactions with different dienophiles to generate bridged azabicycles in high endo:exo selectivity. The azabicyclic o ‐QDMs can be generated for [4+2] cycloaddition from a wide range of electronically and sterically varied 2‐alkenylarylimines, including mono, di, tri and tetrasubstituted alkenes, and imines derived from arylamine, alkylamine (1°, 2°, 3°), benzylamine, benzylsulfonamide and Boc ‐amine.","journal":"Angewandte Chemie International Edition","year":2024,"id":461170,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":3,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9479,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2024-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":856024,"name":"Daniel Lee","orcid":"0000-0002-1015-0980","position":1,"is_corresponding":false},{"id":1290146,"name":"Supuni I. N. Hewa Inaththappulige","orcid":null,"position":2,"is_corresponding":false},{"id":1290147,"name":"Ayush Acharya","orcid":null,"position":3,"is_corresponding":false},{"id":792008,"name":"Hemant P. Yennawar","orcid":"0000-0003-2869-1109","position":4,"is_corresponding":false},{"id":256204,"name":"Ramesh Giri","orcid":"0000-0002-8993-9131","position":5,"is_corresponding":false},{"id":1181804,"name":"Shankar Majji","orcid":null,"position":0,"is_corresponding":true}],"reference_count":59,"raw_metadata":null,"created_at":"2026-07-19T02:04:12.271488Z","pmid":"39024419","pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}