4.8 Article

Construction of N-Acyliminophosphoranes via Iron(II)-Catalyzed Imidization of Phosphines with N-Acyloxyamides

Journal

ORGANIC LETTERS
Volume 24, Issue 17, Pages 3302-3306

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01238

Keywords

-

Funding

  1. NSFC [21873074, 21801191, 21572163]
  2. Wenzhou Science & Technology Bureau [2021G0027]

Ask authors/readers for more resources

Using FeCl2 as a catalyst, a facile imidization reaction of phosphines with N-acyloxyamides was conducted at room temperature under air atmosphere, resulting in the formation of N-acyliminophosphoranes. The iminophosphoranyl moiety in the product can be used as an effective directing group for controllable ortho C(sp2)-H bond amidation reactions under Rh(III) catalysis.
Employing FeCl2 as a cheap and readily available catalyst, a facile imidization of phosphines with N-acyloxyamides is described, affording synthetically useful N-acyliminophosphoranes with high functional group tolerance. The transformation is easily performed under an air atmosphere at room temperature and could be scaled up to gram scale with a catalyst loading of 1 mol %. The iminophosphoranyl moiety in the product was further utilized as an effective directing group for controllable ortho C(sp2 )-H bond amidations under Rh(III) catalysis.

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