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2005
Multi-membered N-heterocycles
R 0690
A Free Radical Cyclization Approach to Indolo-Benzodiazocine Derivatives. —
indole derivatives bearing appropriately positioned N-substituted halo23- 171 1-Substituted
acetamide functionalities react under conditions A) to give fair yields of indole- and
dihydroindole-fused benzodiazocine products (II) and (III). Only non-cyclized reduction products (VI) are formed from substrates bearing N-unsubstituted chloro- and
iodoacetamide moieties. Reactivity differences are also observed for indoles (Ia) and
(Vb), where only the iodo derivative undergoes cyclization. — (BREMNER*, J. B.;
SENGPRACHA, W.; Tetrahedron 61 (2005) 4, 941-953; Dep. Chem., Univ.
Wollongong, Wollongong, N. S. W. 2522, Australia; Eng.) — Klein
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