کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1254665 971386 2015 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Mild N-deacylation of secondary amides by alkylation with organocerium reagents
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی (عمومی)
پیش نمایش صفحه اول مقاله
Mild N-deacylation of secondary amides by alkylation with organocerium reagents
چکیده انگلیسی

Secondary amides are a class of highly stable compounds serving as versatile starting materials, intermediates and directing groups (amido groups) in organic synthesis. The direct deacylation of secondary amides to release amines is an important transformation in organic synthesis. Here, we report a protocol for the deacylation of secondary amides and isolation of amines. The method is based on the activation of amides with Tf2O, followed by addition of organocerium reagents, and acidic work-up. The reaction proceeded under mild conditions and afforded the corresponding amines, isolated as their hydrochloride salts, in good yields. In combination with the CH activation functionalization methodology, the method is applicable to the functionalization of aniline as well as conversion of carboxylic derivatives to functionalized ketones.

Using organocerium reagents as alkylation reagents, the deprotection of secondary amides were achieved under mild conditions to yield the corresponding amine hydrochloride salts in good yields.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Chinese Chemical Letters - Volume 26, Issue 9, September 2015, Pages 1055–1058
نویسندگان
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