کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5262099 1385167 2014 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Unexpected rearrangements of rhodium carbenoids containing a pyrrolidin-1-yl group
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Unexpected rearrangements of rhodium carbenoids containing a pyrrolidin-1-yl group
چکیده انگلیسی
Ketone- and ester-substituted diazo compounds, which contain a pyrrolidine moiety were treated with dirhodium tetraacetate generating the corresponding rhodium carbenoids. They were expected to insert into a CH bond of the pyrrolidine moiety but reacted differently. The ketone-substituted rhodium carbenoid underwent a Wolff rearrangement. The resulting ketene continued to react by lactamization and electrocyclic ring-opening and gave an acrylamide. The ester-substituted rhodium carbenoid underwent a [1.2]-shift of the (pyrrolidin-1-yl)methyl moiety, which resulted in a methacrylic ester. For each rearrangement a mechanism is suggested.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 55, Issue 16, 16 April 2014, Pages 2629-2632
نویسندگان
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