354583-56-5

Upstream product

• 3422-01-3 tert-butyl phenylcarbamate 
• 1079-66-9 chloro-diphenylphosphine 
• 15475-27-1 potassium diphenylphosphine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 65423-44-1 (2-diphenylphosphino)benzeneamine 

Downstream Products

• 905306-38-9 (2-diphenylphosphanyl-phenyl)-(2-phenylamino-ethyl)-carbamic acid tert-butyl ester 
• 905306-41-4 (2-diphenylphosphanyl-phenyl)-[2-(2,4,6-trimethyl-phenylamino)-ethyl]-carbamic acid tert-butyl ester 
• 905306-42-5 [2-(2,6-diisopropyl-phenylamino)-ethyl]-(2-diphenylphosphanyl-phenyl)-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

New phosphine-functionalized N-heterocyclic carbene ligands for palladium-catalyzed hydroarylation reaction

Novel triarylphosphine-functionalized imidazolinium salts have been prepared and successfully applied in palladium-catalyzed hydroarylation of bicyclic olefins. Under reductive conditions (HCOOH, Et3N), the complexes generated in situ from imidazolinium salts and Pd(OAc)2 catalyzed the hydroarylation of bicyclic alkenes with aryl iodides, providing the hydroarylation products with high turnover numbers (TON, up to 1.9-10 5) and turnover frequencies (TOF, up to 6.3-104). Georg Thieme Verlag Stuttgart.

A novel access to tertiary and secondary ortho-aminophenylphosphines by protected group synthesis and palladium catalyzed P-C coupling reactions

The dilithium salt 1a formed by ortho-metallation of N-tert-butoxycarbonylaniline (BOC-aniline) 1 with two equivalents of tert-butyllithium reacts with the chlorophosphines Ph3-n,PCln, (n = 1 - 3) to yield the BOC protected ortho-aminophenylphosphines 2 - 4 in high yields. On deprotection of 2 - 4 with trimethylchlorosilane in the presence of phenol the HCl adducts of the ortho-aminophenylphosphines 5 - 7 are formed which may be deprotonated with KOH or NaOH to give the neutral phosphines 5a - 7a. The novel secondary phosphine 8 with two ortho-aminophenyl groups is accessible by cleavage of the P-C bond in 7a with metallic lithium and subsequent hydrolysis. The bifunctional P,N ligands 6 or 6a are alternatively accessible by Pd-catalyzed P-C coupling of ortho-iodoaniline with phenylphosphine. If a 1:1 stoichiometry is employed in the coupling reaction of ortho-iodoaniline and phenylphosphine the chiral secondary phosphine 9 is formed.