کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
194600 459796 2008 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
An electrochemical alternative strategy to the synthesis of β-lactams: Part 3 [1]. Room-temperature ionic liquids vs molecular organic solvents
موضوعات مرتبط
مهندسی و علوم پایه مهندسی شیمی مهندسی شیمی (عمومی)
پیش نمایش صفحه اول مقاله
An electrochemical alternative strategy to the synthesis of β-lactams: Part 3 [1]. Room-temperature ionic liquids vs molecular organic solvents
چکیده انگلیسی

Electrochemically induced cyclization of bromoamides to β-lactams has been achieved in room-temperature ionic liquids (RTILs). The use of volatile, organic solvents (VOCs) and of supporting electrolytes may be avoided. Proton exchange reaction between amide substrates and suitable electrogenerated bases gives rise to a C4 carbanion which undergoes cyclization to β-lactam via intramolecular nucleophilic substitution (C3–C4 bond formation). β-Lactams have been isolated in good to elevated yields. The “non innocent” nature of the RTILs (imidazolium-based salts) is considered. Proton exchange reaction between N-dialkylimidazolium cation and EGB yielding N-heterocyclic carbene is discussed.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Electrochimica Acta - Volume 53, Issue 27, 15 November 2008, Pages 7852–7858
نویسندگان
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