کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5221001 | 1383406 | 2011 | 15 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Synthesis of carbazoles and 1,2-dihydrocarbazoles by domino ‘twofold Heck/6π-electrocyclization’ reactions of di-, tri- and tetrabromoindoles
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موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
Di-, tri- and tetra-alkenylindoles were prepared by palladium(0)-catalyzed Heck cross-coupling reactions of di-, tri- and tetrabromo-N-methylindoles. The reactions were carried out at 90 °C using a novel biaryl monophosphine ligand developed by Buchwald and co-workers. 1,2-Dihydrocarbazoles were formed by a domino ‘twofold Heck/6π-electrocyclization’ when the reaction was carried out at higher temperature. The regioselectivity of the Heck reaction of 2,3,6-tribromo-N-methylindoles was in favour of carbon atoms C-2 and C-3. The 1,2-dihydrocarbazoles were transformed, by Pd/C-catalyzed dehydrogenation, into the corresponding carbazoles in high yield.
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ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 67, Issue 29, 22 July 2011, Pages 5304–5318
Journal: Tetrahedron - Volume 67, Issue 29, 22 July 2011, Pages 5304–5318