دورية أكاديمية

Direct Catalytic Decarboxylative Amination of Aryl Acetic Acids.

التفاصيل البيبلوغرافية
العنوان: Direct Catalytic Decarboxylative Amination of Aryl Acetic Acids.
المؤلفون: Kong, Duanyang1 (AUTHOR), Moon, Patrick J.1 (AUTHOR), Bsharat, Odey1 (AUTHOR), Lundgren, Rylan J.1 (AUTHOR) rylan.lundgren@ualberta.ca
المصدر: Angewandte Chemie. Jan2020, Vol. 132 Issue 3, p1329-1335. 7p.
مصطلحات موضوعية: *ACETIC acid, *AMINATION, *CARBOXYLIC acids, *BENZOATES, *ISOCYANATES, *AMINES
مستخلص: The decarboxylative coupling of a carboxylic acid with an amine nucleophile provides an alternative to the substitution of traditional organohalide coupling partners. Benzoic and alkynyl acids may be directly aminated by oxidative catalysis. In contrast, methods for intermolecular alkyl carboxylic acid to amine conversion, including amidate rearrangements and photoredox‐promoted approaches, require stoichiometric activation of the acid unit to generate isocyanate or radical intermediates. Reported here is a process for the direct chemoselective decarboxylative amination of electron‐poor arylacetates by oxidative Cu catalysis. The reaction proceeds at (or near) room temperature, uses native carboxylic acid starting materials, and is compatible with protic, electrophilic, and other potentially complicating functionality. Mechanistic studies support a pathway in which ionic decarboxylation of the acid generates a benzylic nucleophile which is aminated in a Chan–Evans–Lam‐type process. [ABSTRACT FROM AUTHOR]
قاعدة البيانات: Academic Search Index
الوصف
تدمد:00448249
DOI:10.1002/ange.201912518