کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
190995 459712 2010 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Polarity reversal induced by electrochemically generated thiazol-2-ylidenes: The Stetter reaction
موضوعات مرتبط
مهندسی و علوم پایه مهندسی شیمی مهندسی شیمی (عمومی)
پیش نمایش صفحه اول مقاله
Polarity reversal induced by electrochemically generated thiazol-2-ylidenes: The Stetter reaction
چکیده انگلیسی

The inversion of the normal reactivity (umpolung) of aldehydes has been induced via N-heterocyclic carbenes (NHCs) thiazol-2-ylidenes 2a or 3a, generated by simple electrolyses of solutions containing thiazolium salt 2 or 3. Accordingly, 1,4-dicarbonyl compounds have been obtained, in mild conditions and in moderate to very high yields, via 1,4-addition of the Breslow intermediates to the suitable Michael acceptor. The procedure has been performed in classical organic solvents (VOCs) as well as in room temperature ionic liquids (RTILs). The different reactivity of aliphatic aldehydes vs the one of aromatic and heteroaromatic aldehydes has been emphasized.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Electrochimica Acta - Volume 55, Issue 10, 1 April 2010, Pages 3511–3517
نویسندگان
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