T. R. A. Sangma, D. K. Lamin, T. S. Sangma, C. R. Marak, L. B. Marpna, S. Kaping, J. N. Vishwakarma
{"title":"Aza-Michael加成-消除-环脱水法合成7-(萘-1-酰基)-吡唑[1,5- A]嘧啶类似物x射线晶体学和结构解析","authors":"T. R. A. Sangma, D. K. Lamin, T. S. Sangma, C. R. Marak, L. B. Marpna, S. Kaping, J. N. Vishwakarma","doi":"10.1134/S1070428024604059","DOIUrl":null,"url":null,"abstract":"<p>The functionalization of 1-acetylnaphthalene (<b>1</b>) through the reaction with dimethylformamide dimethyl acetal resulted in the formation of 3-(dimethylamino)-1-(naphthalen-1-yl)prop-2-en-1-one (<b>2</b>) which reacted with substituted aminopyrazoles <b>3</b> in the presence of KHSO<sub>4</sub> in aqueous media under ultrasonic irradiation, yielding novel substituted 7-(naphthalen-1-yl)pyrazolo[1,5-<i>a</i>]pyrimidine derivatives <b>4a</b> and <b>4b</b>. The structures of these compounds were confirmed by analytical and spectral data, as well as by X-ray crystallographic analysis of compound <b>4b</b>.</p>","PeriodicalId":766,"journal":{"name":"Russian Journal of Organic Chemistry","volume":"61 3","pages":"511 - 517"},"PeriodicalIF":0.8000,"publicationDate":"2025-05-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"A Facile Environment-Friendly Synthesis of 7-(Naphthalen-1-yl)pyrazolo[1,5-a]pyrimidine Analogues via Aza-Michael Addition–Elimination–Cyclodehydration. X-Ray Crystallography and Structural Elucidation\",\"authors\":\"T. R. A. Sangma, D. K. Lamin, T. S. Sangma, C. R. Marak, L. B. Marpna, S. Kaping, J. N. Vishwakarma\",\"doi\":\"10.1134/S1070428024604059\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>The functionalization of 1-acetylnaphthalene (<b>1</b>) through the reaction with dimethylformamide dimethyl acetal resulted in the formation of 3-(dimethylamino)-1-(naphthalen-1-yl)prop-2-en-1-one (<b>2</b>) which reacted with substituted aminopyrazoles <b>3</b> in the presence of KHSO<sub>4</sub> in aqueous media under ultrasonic irradiation, yielding novel substituted 7-(naphthalen-1-yl)pyrazolo[1,5-<i>a</i>]pyrimidine derivatives <b>4a</b> and <b>4b</b>. The structures of these compounds were confirmed by analytical and spectral data, as well as by X-ray crystallographic analysis of compound <b>4b</b>.</p>\",\"PeriodicalId\":766,\"journal\":{\"name\":\"Russian Journal of Organic Chemistry\",\"volume\":\"61 3\",\"pages\":\"511 - 517\"},\"PeriodicalIF\":0.8000,\"publicationDate\":\"2025-05-07\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Russian Journal of Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://link.springer.com/article/10.1134/S1070428024604059\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Russian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S1070428024604059","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
A Facile Environment-Friendly Synthesis of 7-(Naphthalen-1-yl)pyrazolo[1,5-a]pyrimidine Analogues via Aza-Michael Addition–Elimination–Cyclodehydration. X-Ray Crystallography and Structural Elucidation
The functionalization of 1-acetylnaphthalene (1) through the reaction with dimethylformamide dimethyl acetal resulted in the formation of 3-(dimethylamino)-1-(naphthalen-1-yl)prop-2-en-1-one (2) which reacted with substituted aminopyrazoles 3 in the presence of KHSO4 in aqueous media under ultrasonic irradiation, yielding novel substituted 7-(naphthalen-1-yl)pyrazolo[1,5-a]pyrimidine derivatives 4a and 4b. The structures of these compounds were confirmed by analytical and spectral data, as well as by X-ray crystallographic analysis of compound 4b.
期刊介绍:
Russian Journal of Organic Chemistry is an international peer reviewed journal that covers all aspects of modern organic chemistry including organic synthesis, theoretical organic chemistry, structure and mechanism, and the application of organometallic compounds in organic synthesis.