Kirill A. Gomonov, Vasilii V. Pelipko, Igor A. Litvinov, Ruslan I. Baichurin, Sergey V. Makarenko
{"title":"Synthesis and structure of new substituted furan-3-carboxylate hydrazones","authors":"Kirill A. Gomonov, Vasilii V. Pelipko, Igor A. Litvinov, Ruslan I. Baichurin, Sergey V. Makarenko","doi":"10.1007/s10593-024-03308-0","DOIUrl":"https://doi.org/10.1007/s10593-024-03308-0","url":null,"abstract":"<p>The reaction of acetyl-containing furan-3-carboxylates with substituted hydrazines in an alcohol solution leads to the formation of substituted furan-3-carboxylate hydrazones. The resulting hydrazones have <i>E</i>-configuration, as determined by NMR spectroscopy and X-ray diffraction analysis.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141511948","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Taras I. Chaban, M. Lelyukh, Ihor H. Chaban, Olga Y. Kasyanchuk
{"title":"Approaches to the synthesis of thiazolo[3,2-a]pyridines (microreview)","authors":"Taras I. Chaban, M. Lelyukh, Ihor H. Chaban, Olga Y. Kasyanchuk","doi":"10.1007/s10593-024-03305-3","DOIUrl":"https://doi.org/10.1007/s10593-024-03305-3","url":null,"abstract":"","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141360717","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Tetiana F. Dubina, Anton V. Kosarevych, O. V. Kucher, Bohdan S. Sosunovych, O. B. Smolii, B. Vashchenko, O. Grygorenko
{"title":"Synthesis and reactions of novel imidazo[4,5-b]pyridine building blocks","authors":"Tetiana F. Dubina, Anton V. Kosarevych, O. V. Kucher, Bohdan S. Sosunovych, O. B. Smolii, B. Vashchenko, O. Grygorenko","doi":"10.1007/s10593-024-03315-1","DOIUrl":"https://doi.org/10.1007/s10593-024-03315-1","url":null,"abstract":"","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141378441","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Taras I. Chaban, Olena V. Klenina, Ihor H. Chaban, M. Lelyukh
{"title":"Recent advances in the synthesis of thiazolo[4,5-b]pyridines. Part 2: Focus on thiazole annulation to pyridine ring (microreview)","authors":"Taras I. Chaban, Olena V. Klenina, Ihor H. Chaban, M. Lelyukh","doi":"10.1007/s10593-024-03307-1","DOIUrl":"https://doi.org/10.1007/s10593-024-03307-1","url":null,"abstract":"","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141379973","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Cyclopent-4-ene-1,3-diones fused with heterocycles as promising anchor groups in non-fullerene acceptors (microreview)","authors":"Sofia D. Usova, E. Knyazeva, O. Rakitin","doi":"10.1007/s10593-024-03306-2","DOIUrl":"https://doi.org/10.1007/s10593-024-03306-2","url":null,"abstract":"","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141378267","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Recent advances in the chemistry of pyrrolidine-2,3-diones (microreview)","authors":"Semen S. Bondarenko, Dmitry A. Lega","doi":"10.1007/s10593-024-03303-5","DOIUrl":"https://doi.org/10.1007/s10593-024-03303-5","url":null,"abstract":"","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141377632","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alexei N. Izmest’ev, Sergey S. Isakov, Angelina N. Kravchenko, Galina A. Gazieva
{"title":"The synthesis and antitumor activity of novel 1-alkyl-3-phenyland 3-alkyl-1-phenylimidazothiazolotriazines","authors":"Alexei N. Izmest’ev, Sergey S. Isakov, Angelina N. Kravchenko, Galina A. Gazieva","doi":"10.1007/s10593-024-03318-y","DOIUrl":"https://doi.org/10.1007/s10593-024-03318-y","url":null,"abstract":"<p>Two groups of isomeric imidazothiazolo[1,2,4]triazines and their oxindolylidene derivatives were obtained from 1-alkyl-3-aryl-4,5-dihydroxyimidazolidin-2-(thi)ones. One of the synthesized imidazo[4,5-<i>e</i>]thiazolo[2,3-<i>c</i>][1,2,4]triazine derivatives showed high cytostatic activity at a concentration of 10 μmol/l against four lines of tumor cells: HL-60(TB) (leukemia, –16.1% growth rate), SF-539 (CNS cancer, –2.6% growth rate), MDA-MB-435 (melanoma, –21.2% growth rate), and RXF 393 (kidney cancer, –6.1 % growth rate).</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255660","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Vitalii V. Solomin, Darija Zaharova, Aigars Jirgensons
{"title":"Synthesis of 2-arylquinazolines by Chan–Evans–Lam coupling of 2-formylphenylboronic acids with amidines","authors":"Vitalii V. Solomin, Darija Zaharova, Aigars Jirgensons","doi":"10.1007/s10593-024-03314-2","DOIUrl":"https://doi.org/10.1007/s10593-024-03314-2","url":null,"abstract":"<p>A method for the synthesis of 2-arylquinazolines is described which involves Chan–Evans–Lam coupling of 2-formylphenylboronic acids with amidines. The reaction is performed at mild conditions compatible with the range of functional groups and is cost-efficient, provided by usage of inexpensive catalyst and reagents. The synthesis method of 2-arylquinazolines presented is of with scope in both 2-formylphenylboronic acids and amidines.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255620","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Diana Y. Pobedinskaya, Oleg P. Demidov, Elena K. Avakyan, Anastasia A. Borovleva, Alexander N. Larin, Artem P. Ermolenko, Ivan V. Borovlev
{"title":"A simple method for the synthesis of diarylamines containing a nitroso group in the ortho position based on the SNH arylamination of 5-nitroisoquinoline","authors":"Diana Y. Pobedinskaya, Oleg P. Demidov, Elena K. Avakyan, Anastasia A. Borovleva, Alexander N. Larin, Artem P. Ermolenko, Ivan V. Borovlev","doi":"10.1007/s10593-024-03313-3","DOIUrl":"https://doi.org/10.1007/s10593-024-03313-3","url":null,"abstract":"<p>A simple and efficient arylamination reaction of 5-nitroisoquinoline based on the oxidative nucleophilic substitution of hydrogen was demonstrated under metal-catalyst-free conditions. This reaction can be used as a method for the synthesis of isoquinoline-based diarylamines containing a nitroso group in the <i>ortho</i> position, which are compounds with high synthetic potential. The oxidation of the latter leads to the formation of 6-arylamino-5-nitroisoquinoline <i>N</i>-oxides. The absence of the need to introduce leaving groups and a good overall yield are features of this reaction.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255444","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Maxim R. Demidov, Vitaly A. Osyanin, Yury N. Klimochkin
{"title":"An oxidative cleavage of arene-condensed 4H-pyrans via the Grob–Wharton fragmentation","authors":"Maxim R. Demidov, Vitaly A. Osyanin, Yury N. Klimochkin","doi":"10.1007/s10593-024-03310-6","DOIUrl":"https://doi.org/10.1007/s10593-024-03310-6","url":null,"abstract":"<p>When benzannulated dihydroindenochromene and dihydroxanthene derivatives were treated with <i>m</i>-chloroperoxybenzoic acid, oxidative cleavage of the pyran C=C bond and the formation of condensed ketolactones, the derivatives of oxonine-2,6-dione and oxecine-2,7-dione, took place. The reaction proceeded <i>via</i> epoxidation of the pyran double bond followed by the opening of the epoxide and Grob–Wharton fragmentation.</p>","PeriodicalId":9770,"journal":{"name":"Chemistry of Heterocyclic Compounds","volume":null,"pages":null},"PeriodicalIF":1.5,"publicationDate":"2024-06-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141255443","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}