کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5263907 | 1385236 | 2014 | 5 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
A facile preparation of various N-heterocycles using amides and olefins
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
We herein report a one pot approach for the synthesis of various nitrogen containing heterocycles including: oxazolines, thiazolines, and dihydro dioxazines via the addition of amides to olefins in the presence of N-iodosuccinimide (NIS) and propionitrile at high temperatures. Thus, the reaction of aryl/heteroaryl amides, thioamides, N-hydroxybenzamide, and phenylurea with various olefins in the presence of NIS and propionitrile at 45 °C afforded the N-heterocycles in good to moderate yields. Reaction of the electron deficient tri-O-acetyl-d-glucal and tri-O-acetyl-d-galactal with benzamide and thiophene-2-carboxamide afforded the N-glycooxazolines in good yields. The newly made heterocycles were tested against various enzymes. Only 3,6-diphenyl-dihydro-1,4,2-dioxazine (1c) was found to moderately inhibit hexokinase II (hHK2).
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 55, Issue 2, 8 January 2014, Pages 448-452
Journal: Tetrahedron Letters - Volume 55, Issue 2, 8 January 2014, Pages 448-452
نویسندگان
Synthia S. Gratia, Edward S. Vigneau, Sumiea Eltayeb, Kishan Patel, Terence J. Meyerhoefer, Sonia Kershaw, Victor Huang, Michael De Castro,