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Multicomponent Oxyalkylation of Styrenes Enabled by Hydrogen-Bond-Assisted Photoinduced Electron Transfer. | LitMetric

Multicomponent Oxyalkylation of Styrenes Enabled by Hydrogen-Bond-Assisted Photoinduced Electron Transfer.

Angew Chem Int Ed Engl

NRW Graduate School of Chemistry, Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Correnstrasse 40, 48149, Münster, Germany.

Published: March 2017

AI Article Synopsis

  • The paper presents a new strategy for activating N-(acyloxy)phthalimides via hydrogen bonding to facilitate photoinduced electron transfer.
  • This activation allows for the efficient generation of C(sp)-centered radicals through decarboxylation from commonly available substrates.
  • The generated alkyl radicals are then used in an innovative redox-neutral method to form sp-sp bonds in styrene compounds, leading to the synthesis of complex alcohol and ether structures.

Article Abstract

Herein, we disclose a strategy for the activation of N-(acyloxy)phthalimides towards photoinduced electron transfer through hydrogen bonding. This activation mode enables efficient access to C(sp )-centered radicals upon decarboxylation from bench-stable and readily available substrates. Moreover, we demonstrate that the formed alkyl radicals can be successfully employed in a novel redox-neutral method for constructing sp -sp bonds across styrene moieties that gives straightforward access to complex alcohol and ether scaffolds.

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Source
http://dx.doi.org/10.1002/anie.201700049DOI Listing

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