کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5218385 1383326 2013 7 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Unusual rearrangement and dearomatization reactions in Cu(I)-catalyzed atom transfer radical cyclizations from N-(1-phenylethyl)trichloroacetamides
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Unusual rearrangement and dearomatization reactions in Cu(I)-catalyzed atom transfer radical cyclizations from N-(1-phenylethyl)trichloroacetamides
چکیده انگلیسی

Atom transfer radical cyclization of N-(α-methyl)benzyl substituted trichloroacetamide upon α,β-unsaturated nitriles in compounds 1, using CuCl, trispyridylmethylamine (TPMA), and AIBN as a reducing agent, gives morphan derivatives (2 and 3) and the unusual normorphans 4 and 5, as well as the unexpected azaspirodecanes 6. Stereospecific formation of normorphans involves memory of chirality in the cyclization step and azaspirodecanes are generated by a radical dearomative ipsocyclization followed by a radical dimerization.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron - Volume 69, Issue 24, 17 June 2013, Pages 4883-4889
نویسندگان
, , ,