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Issue 7, 2017
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Iron-catalyzed cascade cyanoalkylation/radical dearomatization of N-phenylcinnamamides: access to cyanoalkylated 1-azaspiro[4.5]decanes

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Abstract

An iron-catalyzed cascade radical cyanoalkylative dearomatization of N-phenyl cinnamamides was developed. A direct access to the 1-azaspiro[4.5]decanes motif with good regioselectivity and diastereoselectivity was provided, which was initiated by cyanoalkylation of alkenes. Functionalization of the C(sp3)–H bond and construction of two C(sp3)–C(sp3) bonds were involved in one step.

Graphical abstract: Iron-catalyzed cascade cyanoalkylation/radical dearomatization of N-phenylcinnamamides: access to cyanoalkylated 1-azaspiro[4.5]decanes

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Submitted
27 Feb 2017
Accepted
23 Mar 2017
First published
24 Mar 2017

Org. Chem. Front., 2017,4, 1272-1275
Article type
Research Article

Iron-catalyzed cascade cyanoalkylation/radical dearomatization of N-phenylcinnamamides: access to cyanoalkylated 1-azaspiro[4.5]decanes

H. Zhang and C. Zhu, Org. Chem. Front., 2017, 4, 1272
DOI: 10.1039/C7QO00157F

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