{"doi":"10.33612/diss.133937133","title":"MCR-Based Exploitation and Application of Diverse (Poly)Heterocyclic Scaffolds","abstract":"Easy operation, readily accessible starting materials, and short syntheses of the privileged scaffold indeno [1,2-c]isoquinolinone was achieved by a MCR-based protocol via an ammonia-Ugi-4CR/coppercatalyzed annulation sequence.Optimization and scope and limitations of this short and general sequence are described.The methodology allows an efficient construction of a wide variety of indenoisoquinolinones in just two steps. 1 1.0 CuCl2 K2CO3 MeCN 3 90 61 2 1.0 CuCl2 Cs2CO3 MeCN 3 90 65 3 1.5 CuCl2 Cs2CO3 MeCN 3 90 70 4 2.0 CuCl2 Cs2CO3 MeCN 3 90 68 5 1.5 CuI Cs2CO3 MeCN 3 90 49 6 1.5 CuSO4 Cs2CO3 MeCN 3 90 32 7 1.5 CuCl Cs2CO3 MeCN 3 90 44 8 1.5 CuBr Cs2CO3 MeCN 3 90 23 9 1.5 CuBr2 Cs2CO3 MeCN 3 90 25 10 1.5 Cu(NO3)2 Cs2CO3 MeCN 3 90 36 11 1.5 Cu2O Cs2CO3 MeCN 3 90 64 12 1.5 CuCN Cs2CO3 MeCN 3 90 57 13 1.5 CuCl2 Cs2CO3 MeCN 3 80 62 14 1.5 CuCl2 Cs2CO3 MeCN 3 100 65 15 1.5 CuCl2 Cs2CO3 dioxane 3 90 42 16 1.5 CuCl2 Cs2CO3 toluene 3 90 N.D. d 17 1.5 CuCl2 Cs2CO3 DMF 3 90 trace 18 1.5 CuCl2 Cs2CO3 DMSO 3 90 trace 19 1.5 CuCl2 Cs2CO3 MeCN 2 90 58 20 1.5 CuCl2 Cs2CO3 MeCN 4 90 66 21 e 1.5 CuCl2 Cs2CO3 MeCN 1 90 35 a Reaction conditions: 5a (0.3 mmol), 6a, catalyst (5 mmol %), base (0.6 mmol), solvent (4 mL).b TFE = 2,2,2trifluoroethanol.c Isolated yields.d N.D. = not detected.e Microwave.Green color indicates best condition screened.","journal":"University of Groningen research database (University of Groningen / Centre for Information Technology)","year":2020,"id":132280,"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":0,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9498,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2020-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":587881,"name":"Qian Wang","orcid":"0000-0002-2149-384X","position":0,"is_corresponding":true}],"reference_count":1,"raw_metadata":null,"created_at":"2026-07-18T23:16:10.654971Z","pmid":null,"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":[]}