4.8 Article

Synergistic Photoredox Catalysis and Organocatalysis for Inverse Hydroboration of Imines

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 57, Issue 15, Pages 3990-3994

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201800421

Keywords

C-B coupling; hydroboration; imines; photochemistry; radicals

Funding

  1. National Natural Science Foundation of China [21702098, 21732003, 21703118, 21672099]
  2. 1000-Youth Talents Plan
  3. Shandong Provincial Natural Science Foundation [ZR2017MB038]

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The first catalytic inverse hydroboration of imines with N-heterocyclic carbene (NHC) boranes has been realized by means of cooperative organocatalysis and photocatalysis. This catalytic combination provides a promising platform for promoting NHC-boryl radical chemistry under sustainable and radical-initiator-free conditions. The highly important functional-group compatibility and possible application in late-stage hydroborations represent an important step forward to an enhanced alpha-amino organoboron library.

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