4.6 Article

Photoinduced C(sp3)-N Bond Cleavage Leading to the Stereoselective Syntheses of Alkenes

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 21, Pages 5433-5439

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201900886

Keywords

alkenes; amines; C-N bond cleavage; Mizoroki-Heck reaction; photoredox catalysis

Funding

  1. JSPS KAKENHI [17H06173]
  2. JSPS [17H05430]
  3. [18K06544]

Ask authors/readers for more resources

Herein we report a versatile Mizoroki-Heck-type photoinduced C(sp(3))-N bond cleavage reaction. Under visible-light irradiation (455 nm, blue LEDs) at room temperature, alkyl Katritzky salts react smoothly with alkenes in a 1:1 molar ratio in the presence of 1.0 mol% of commercially available photoredox catalyst without the need for any base, affording the corresponding alkyl-substituted alkenes in good yields with broad functional-group compatibility. Notably, the E/Z-selectivity of the alkene products can be controlled by an appropriate choice of photoredox catalyst.

Authors

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

Reviews

Primary Rating

4.6
Not enough ratings

Secondary Ratings

Novelty
-
Significance
-
Scientific rigor
-
Rate this paper

Recommended

No Data Available
No Data Available