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Updated: Sep 18, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Acceptorless Dehydrogenative Aminoalkylation of Allylic C(sp3)-H Bonds via Reversible Hydrogen Atom Transfer
Kodai Minami1, Hiroki Fujita1, Kohsuke Ohmatsu2
1Institute of Transformative Bio-Molecules (WPI-ITbM), and Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Nagoya 464-8601, Japan.
Abstract:
Photoinduced acceptorless dehydrogenative cross-coupling between the benzylic C(sp3)-H bonds of N-benzylanilines and the allylic C(sp3)-H bonds of alkenes was developed through the combined use of an Ir-based photosensitizer, silyl thiol, and 1,2,3-triazolium amidate as catalysts. This protocol exploits the fast and reversible hydrogen atom transfer between α-aminoalkyl radicals and the silyl thiol to facilitate the cross-coupling, directly routing complex aniline derivatives from readily available, less functionalized starting materials under mild conditions.
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