دورية أكاديمية

BF 3 ·OEt 2 -Catalyzed Vinyl Azide Addition to in Situ Generated N -Acyl Iminium Salts: Synthesis of 3-Oxoisoindoline-1-acetamides.

التفاصيل البيبلوغرافية
العنوان: BF 3 ·OEt 2 -Catalyzed Vinyl Azide Addition to in Situ Generated N -Acyl Iminium Salts: Synthesis of 3-Oxoisoindoline-1-acetamides.
المؤلفون: Kumar Das D; Department of Chemistry , Indian Institute of Science Education and Research Bhopal , Bhopal , MP 462066 , India., Kannaujiya VK; Department of Chemistry , Indian Institute of Science Education and Research Bhopal , Bhopal , MP 462066 , India., Sadhu MM; Department of Chemistry , Indian Institute of Science Education and Research Bhopal , Bhopal , MP 462066 , India., Ray SK; Department of Chemistry , Indian Institute of Science Education and Research Bhopal , Bhopal , MP 462066 , India., Singh VK; Department of Chemistry , Indian Institute of Technology Kanpur , Kanpur , UP 208016 , India.
المصدر: The Journal of organic chemistry [J Org Chem] 2019 Dec 20; Vol. 84 (24), pp. 15865-15876. Date of Electronic Publication: 2019 Nov 27.
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: BF 3 ·OEt 2 -catalyzed nucleophilic addition of vinyl azides to in situ generated N -acyl iminium salts obtained from 3-hydroxyisoindolinones is described in this article. The procedure is operationally simple, mild, additive, and metal-free. The reaction proceeds smoothly at ambient temperature with a wide range of 3-hydroxyisoindol-1-ones and vinyl azides to afford 3-oxoisoindoline-1-acetamides (32 examples) in high yields (up to 97%). Furthermore, the synthetic utility of this methodology is depicted by exploiting the reactivity of an amide functionality in the products.
تواريخ الأحداث: Date Created: 20191120 Latest Revision: 20200304
رمز التحديث: 20240628
DOI: 10.1021/acs.joc.9b02127
PMID: 31741383
قاعدة البيانات: MEDLINE
الوصف
تدمد:1520-6904
DOI:10.1021/acs.joc.9b02127