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Iron‐Catalyzed Intermolecular 1,2‐Difunctionalization of Styrenes and Conjugated Alkenes with Silanes and Nucleophiles
Author(s) -
Yang Yuan,
Song RenJie,
Ouyang XuanHui,
Wang ChengYong,
Li JinHeng,
Luo Shenglian
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201702349
Subject(s) - silanes , nucleophile , chemistry , conjugated system , alkene , catalysis , organic chemistry , peroxide , medicinal chemistry , photochemistry , combinatorial chemistry , silane , polymer
The first iron‐catalyzed 1,2‐difunctionalization of styrenes and conjugated alkenes with silanes and either N or C, using an oxidative radical strategy, is described. Employing FeCl 2 and di‐ tert ‐butyl peroxide allows divergent alkene 1,2‐difunctionalizations, including 1,2‐aminosilylation, 1,2‐arylsilylation, and 1,2‐alkylsilylation, which rely on a wide range of nucleophiles, namely, amines, amides, indoles, pyrroles, and 1,3‐dicarbonyls, thus providing a powerful platform for producing diverse silicon‐containing alkanes.