Journal
ORGANIC LETTERS
Volume 24, Issue 17, Pages 3302-3306Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01238
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Funding
- NSFC [21873074, 21801191, 21572163]
- Wenzhou Science & Technology Bureau [2021G0027]
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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.
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