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I 2 -DMSO-Mediated Transannulation of Benzo[ d ]isoxazol-3-amine: Direct Access to 2,4,5-Substituted Pyrimidine Derivatives.

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العنوان: I 2 -DMSO-Mediated Transannulation of Benzo[ d ]isoxazol-3-amine: Direct Access to 2,4,5-Substituted Pyrimidine Derivatives.
المؤلفون: Liu JY; National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China., Zhuang SY; National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China., Tang YX; National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China., Chen XL; National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China., Zhou Y; National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China., Wu YD; National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China., Zheng KL; Guangdong Provincial Key Laboratory of Research and Development of Natural Drugs, The First Dongguan Affiliated Hospital, Guangdong Medical University, Dongguan 523808, P. R. China.; School of Pharmacy, Guangdong Medical University, Dongguan 523808, P. R. China., Wu AX; National Key Laboratory of Green Pesticide, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China.
المصدر: The Journal of organic chemistry [J Org Chem] 2023 Aug 18; Vol. 88 (16), pp. 12000-12012. Date of Electronic Publication: 2023 Aug 04.
نوع المنشور: Journal Article
اللغة: English
بيانات الدورية: Publisher: American Chemical Society Country of Publication: United States NLM ID: 2985193R Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1520-6904 (Electronic) Linking ISSN: 00223263 NLM ISO Abbreviation: J Org Chem Subsets: PubMed not MEDLINE; MEDLINE
أسماء مطبوعة: Publication: Columbus Oh : American Chemical Society
Original Publication: Easton, Pa. [etc.]
مستخلص: An I 2 -DMSO-mediated multicomponent [3+1+2] cascade annulation reaction using aryl methyl ketones, enaminones, and benzo[ d ]isoxazol-3-amine as substrates has been developed. This metal-free reaction involved the transannulation of benzo[ d ]isoxazol-3-amines with the formation of two C-N bonds and a C-C bond in one pot. Notably, a pyrimidine ring with a 1,4-dicarbonyl scaffold could efficiently transform into a pyrimido[4,5- d ]pyridazine skeleton. The phenolic hydroxyl group of the target product could undergo further modification with pharmaceuticals, demonstrating the utility of this method.
تواريخ الأحداث: Date Created: 20230804 Latest Revision: 20230818
رمز التحديث: 20230818
DOI: 10.1021/acs.joc.3c01327
PMID: 37540765
قاعدة البيانات: MEDLINE
الوصف
تدمد:1520-6904
DOI:10.1021/acs.joc.3c01327