کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5284090 1385730 2005 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Cyclopropanation of 3,4-dihydro-1 H-benzo[e][1,4]diazepine-2,5-diones
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Cyclopropanation of 3,4-dihydro-1 H-benzo[e][1,4]diazepine-2,5-diones
چکیده انگلیسی
A two step parallel synthesis protocol for the preparation of 1N-substituted spirobenzodiazepineones is described. Treatment of 4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione with a series of alkyl halides using a microwave-assisted heating protocol provided N-derivatized compounds, which were transformed to the corresponding cyclopropylamines employing modified Kulinkovich-type reaction conditions. X-ray structural analysis gave conclusive evidence of the newly created spiro centre and revealed a significant flattening of the seven-membered ring system compared with the benzodiazepinedione system providing a characteristically different pattern of bond exit vectors. The physicochemical parameters log D, pKa, solubility and membrane permeability of both cyclopropanated and precursor compounds were assessed.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 46, Issue 47, 21 November 2005, Pages 8207-8211
نویسندگان
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