29180-98-1

Upstream product

• 71838-16-9 3-bromo-4-iodotoluene 
• 98-80-6 phenylboronic acid 
• 60956-23-2 3,4-dibromotoluene 
• 71-43-2 benzene 
• 583-68-6 2-bromo-p-toluidine 

Downstream Products

• 1159-77-9 4-Methyl-2-(2,2,6-trimethylcyclohexyl)biphenyl 
• 1159-78-0 4-Methyl-2-(2,2,6-trimethylcyclohex-1-enyl)biphenyl 
• 1192944-48-1 C₂₇H₂₆N₂ 
• 107422-35-5 (-)-3,3'-dimethyl-[5,5']spirobi(benzo[b]arsindolium); tetraphenylborate^(1-) 
• 107422-35-5 (+)-3,3'-dimethyl-[5,5']spirobi(benzo[b]arsindolium); tetraphenylborate^(1-) 

Relevant academic research and scientific papers

Dephosphinylative [4 + 2] Benzannulation of Phosphinyl Ynamines: Application to the Modular Synthesis of Polycyclic Aromatic Amines

A series of 9-amino-10-halophenanthrenes were synthesized through a one-pot process, including dephosphinylative Sonogashira–Hagihara coupling of 2-bromobiphenyls with air-stable phosphinyl ynamines, followed by halonium-promoted [4 + 2] benzannulation of the resulting 2-(aminoethynyl)biphenyls. Nonsubstituted and methyl-substituted 2-bromobiphenyls rapidly underwent the Sonogashira–Hagihara aminoethynylation and the halogenative Friedel–Crafts benzannulation to provide the corresponding amino(halo)phenanthrenes in high yields, while electron-sufficient and -deficient substrates did slowly undergo the former and the latter to result in low yields, respectively. This protocol worked well for the syntheses of highly π-extended aminophenanthrenes and aminobenzonaphthothiophenes with different optical properties. Further application of this approach between 2,2″- and 2′,5′-dibromo-p-terphenyls with phosphinyl ynamines led to the regioselective formation of 6,13-diamino-5,12-dihalo- and 5,12-diamino-6,13-dihalo-dibenz[a,h]anthracenes via dual aminoethynylation and [4 + 2] benzannulation. The obtained analogues showed different ultraviolet–visible absorption and photoluminescence spectra with different emission quantum yields in CH2Cl2 solution and the powder state.

Rhodium-Catalyzed Synthesis of Chiral Monohydrosilanes by Intramolecular C?H Functionalization of Dihydrosilanes

The preparation of chiral monohydrosilanes remains a rarely achieved goal. To this end a Rh-catalyzed desymmetrization of dihydrosilanes by way of intramolecular C(sp2)?H functionalization under simple and mild conditions has now been developed

Palladium-catalyzed relay C–H functionalization to construct novel hybrid-arylcyclophosphorus ligand precursors

A new relay C–H functionalization of di([1,1′-biphenyl]-2-yl)phosphine oxide to obtain esterified and hydroxylated products with different hypervalent iodines as oxidants under palladium catalysis is disclosed. This reaction provides a more effective and concise strategy for the synthesis of novel structural hybrid-arylcyclophosphorus ligand precursors with a wide range of substrates and good functional group tolerance.

Ag-Catalyzed Cyclization of Arylboronic Acids with Elemental Selenium for the Synthesis of Selenaheterocycles

A general method for the synthesis of five-membered and six-membered selenaheterocycles through Ag-catalyzed C?Se bond-forming reaction is reported. This reaction proceeds via intramolecular cyclization of arylboronic acids with selenium powder. Preliminary mechanism studies demonstrate that this transformation involves a selenium-centred radical intermediate. (Figure presented.).

Pd(II)-catalyzed C(sp2)-H hydroxylation with R 2(O)P-coordinating group

A novel R2(O)P-directed Pd(II)-catalyzed C-H hydroxylation to synthesize various substituted 2′-phosphorylbiphenyl-2-ol compounds is described. Notably, the reaction operates under mild conditions and shows good functional group tolerance, high selectivity, and yield.

Ni(cod)2/PCy3-catalyzed cross-coupling reactions of dihaloarenes with arylboronic acids

The Ni(0)-catalyzed cross-coupling reactions of dihaloarenes with one equivalent of arylboronic acids is described. The Ni(cod)2/PCy 3 was identified as the best catalyst system to achieve a double cross-coupling reaction, likely via an efficient preferential oxidative addition. Georg Thieme Verlag Stuttgart New York.