{"doi":"10.1135/cccc20060650","title":"Transformation of 1,2-Dithiole-3-thiones Into 1,6,6aλ4-Trithiapentalenes via Reaction with Bromoethanones","abstract":"<jats:p>We report the reactions of derivatives of 5-amino-3-thioxo-3<jats:italic>H</jats:italic>-1,2-dithiole-4-carboxylic acid <jats:bold>1</jats:bold> with bromoethanones and acylation agents. Two different routes were used to obtain the products, 3-(acylmethylidene)-3<jats:italic>H</jats:italic>-1,2-dithioles <jats:bold>4</jats:bold>. These compounds were synthesized by acylation of compounds <jats:bold>1</jats:bold> on the amino group, followed by the reaction with bromoethanones and excess of triethylamine. Another method was based on the inverted order of the mentioned reaction steps and in absence of a base. The treatment of <jats:bold>4</jats:bold> with thionyl chloride gave new unsaturated fused lactones <jats:bold>13</jats:bold> whereas thionation led to desired 1,6,6aλ<jats:sup>4</jats:sup>-trithiapentalenes <jats:bold>5</jats:bold>. The structures of products and the reaction mechanisms are discussed. </jats:p>","journal":"Collection of Czechoslovak Chemical Communications","year":2006,"id":41418,"datarank":0.35077073955594246,"base_score":1.6094379124341003,"endowment":1.6094379124341003,"self_citation_contribution":0.24141568686511508,"citation_network_contribution":0.10935505269082739,"self_endowment_contribution":0.24141568686511508,"citer_contribution":0.10935505269082739,"corpus_percentile":null,"corpus_rank":null,"citation_count":4,"citer_count":3,"citers_with_citation_signal":3,"citers_with_endowment":3,"datacite_reuse_total":2,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":199552,"name":"Pavel Pazdera","orcid":null,"position":1,"is_corresponding":false},{"id":199551,"name":"Richard Čmelík","orcid":null,"position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"base_score":1.6094379124341003,"endowment":1.6094379124341003,"datacite_reuse_total":2,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"18998881","pmcid":null,"openalex_id":"https://openalex.org/W1976334264","authors":[],"funders":[],"total_grants":0,"fwci":0.2091,"citation_percentile":0.53573218,"influential_citations":0,"citation_trend":[{"year":2013,"count":1},{"year":2021,"count":1},{"year":2022,"count":1}],"oa_status":"closed","license":null,"oa_locations":[{"url":"https://doi.org/10.1135/cccc20060650","host_type":"journal"}],"fields_of_study":["Synthesis and Reactivity of Sulfur-Containing Compounds","Synthesis of heterocyclic compounds","Organic Chemistry Cycloaddition Reactions","Chemistry"],"mesh_terms":[],"keywords":["Thionyl chloride","Triethylamine","Acylation","Chemistry","Base (topology)","Acyl chloride","Transformation (genetics)","Medicinal chemistry","Chloride","Reaction conditions","Organic chemistry","Catalysis","Mathematics"],"sdg_mappings":[{"sdg_number":0,"sdg_label":"Clean water and sanitation"}],"linked_datasets":[{"doi":"10.5517/cc9kf7h","title":"CCDC 284866: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"},{"doi":"10.5517/cc9kf6g","title":"CCDC 284865: Experimental Crystal Structure Determination","publisher":"Cambridge Crystallographic Data Centre","resource_type":"Dataset"}],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-06-13T00:27:07.812721Z","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":[]}