کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5275176 1385527 2012 4 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
A furoindoline synthesis by remote radical functionalization
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
A furoindoline synthesis by remote radical functionalization
چکیده انگلیسی

The preliminary results of an investigation toward a synthesis of furoindolines from 3-(2-hydroxyethyl)indolines by remote radical functionalization are described. Using an oxidative radical cyclization, it was discovered that the intramolecular hydrogen abstraction was only successful when the resulting radical (and hence carbocation) was resonance stabilized by adjacent tertiary amine and phenyl groups. The successful cyclization affords diastereomeric furoindolines, one of which contains a highly strained trans-fused 5,5-ring system. This furoindoline synthesis contains a rare example of an alkoxy radical promoted hydrogen atom transfer of a proton attached to a nitrogen-substituted carbon.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 53, Issue 40, 3 October 2012, Pages 5426-5429
نویسندگان
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