1507941-55-0

Upstream product

• 139768-85-7 5-fluoro-2-biphenylylisothiocyanate 
• 4559-70-0 Diphenylphosphine oxide 
• 1717-22-2 2-amino-5-fluorobiphenyl 
• 98-80-6 phenylboronic acid 
• 1003-98-1 2-bromo-4-fluoroaniline 
• 1428264-93-0 5-fluoro-2-isocyano-1,1′-biphenyl 

Relevant academic research and scientific papers

Silver-catalyzed 2-isocyanobiaryls insertion/cyclization with phosphine oxides: Synthesis of 6-phosphorylated phenanthridines

A silver-catalyzed 2-isocyanobiaryls insertion/cyclization with phosphine oxides was described for the construction of the 6-phosphorylated phenanthridines through radical addition of in situ formed P-centered radical to 2-isocyanobiphenyls and homolytic

4CzIPN-tBu-Catalyzed Proton-Coupled Electron Transfer for Photosynthesis of Phosphorylated N-Heteroaromatics

2,4,5,6-Tetrakis(3,6-di-tert-butyl-9H-carbazol-9-yl)isophthalonitrile (4CzIPN-tBu) was developed as a photocatalyst for the phosphorus-radical-initiated cascade cyclization reaction of isocyanides. By using 4CzIPN-tBu as catalyst, we developed a visible-light-induced proton-coupled electron transfer strategy for the generation of phosphorus-centered radicals, via which a wide range of phosphorylated phenanthridines, quinolines, and benzothiazoles were successfully constructed.

Visible-light-induced tandem radical addition-cyclization of 2-aryl phenyl isocyanides catalysed by recyclable covalent organic frameworks

A visible-light-induced tandem radical addition-cyclization sequence via 2-aryl phenyl isocyanides as the starting material and two-dimensional covalent organic frameworks (2D-COFs) as the photocatalyst was developed, delivering multifarious 6-substituted phenanthridines in high yields. Benefitting from the utilization of a heterogeneous photocatalyst, this protocol features easy catalyst separation and excellent recyclability. A negligible loss of the catalytic activity was observed after multiple runs. High practicability of this protocol was further demonstrated by continuous flow experiments.

Synthesis of 6-Phosphorylated Phenanthridines by Mn(II)-Promoted Tandem Reactions of 2-Biaryl Isothiocyanates with Phosphine Oxides

A novel Mn(II)-promoted tandem phosphorylation/cyclization reaction of 2-biaryl isothiocyanates with phosphine oxides is described. This is the first general method to synthesize 6-phosporylated phenanthridines from 2-biaryl isothiocyanates. The approach is featured by oxidant-free, low loading of P-reagent, easy operation, and high functional group tolerance.

Synthesis of phenanthridin-6-yldiphenylphosphine oxides by oxidative cyclization of 2-isocyanobiphenyls with diarylphosphine oxides

A Mn(III)-promoted oxidative cyclization of 2-isocyanobiphenyls with diarylphosphine oxides is reported, providing phenanthridin-6- yldiphenylphosphine oxides in good yields. Radical phosphonation and isocyanide insertion are believed to be involved in the reaction process.

6-phosphorylated phenanthridines from 2-isocyanobiphenyls via radical C-P and C-C bond formation

A C-P bond and a C-C bond are formed in the synthesis of 6-phosphorylated phenanthridines starting with readily prepared 2-isocyanobiphenyls and commercially available P-radical precursors. The radical cascade reaction comprises addition of an oxidatively generated P-centered radical to the isonitrile functionality and subsequent homolytic aromatic substitution. Various 6-phosphorylated phenanthridines are formed in moderate to excellent yield. In contrast to the currently intensively investigated direct arene phosphorylation, the arene core is constructed with concomitant phosphorylation using this approach.