4.8 Article

Visible-Light-Mediated Remote Aliphatic C-H Functionalizations through a 1,5-Hydrogen Transfer Cascade

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 7, Pages 1881-1884

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201609885

Keywords

1,5-H transfer; C-H functionalization; dihydro-2H-pyrrole; photoredox reactions; tetralone

Funding

  1. European Research Council [307948]
  2. Swiss National Science Foundation [200020_ 146853]
  3. European Research Council (ERC) [307948] Funding Source: European Research Council (ERC)
  4. Swiss National Science Foundation (SNF) [200020_146853] Funding Source: Swiss National Science Foundation (SNF)

Ask authors/readers for more resources

A redox-neutral, light-mediated functionalization of unactivated C(sp(3))-H bonds via iminyl radicals is presented here. A 1,5-H transfer followed by the functionalization of a C(sp(2))-H bond takes place in aqueous media producing a variety of elaborated fused ketones. Mechanistic investigations have revealed 1,5-H transfer as the reversible, rate-determining step in this transformation. Divergent scaffolds are also accessible via C(sp(3))-N bond formation upon a careful choice of the reaction additives.

Authors

I am an author on this paper
Click your name to claim this paper and add it to your profile.

Reviews

Primary Rating

4.8
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available