632335-04-7

Upstream product

• 591-50-4 iodobenzene 
• 1194-02-1 4-fluorobenzonitrile 
• 947-84-2 2-Biphenylcarboxylic acid 
• 2928-43-0 2-biphenylmethanol 
• 1203-68-5 2-Phenylbenzaldehyde 
• 1100805-66-0 C₁₉H₁₅FO 
• 68355-79-3 1-bromo-2-(4-fluorobenzyl)benzene 
• 5570-18-3 2-aminophenylboronic acid 
• 456-22-4 4-Fluorobenzoic acid 
• 3128-77-6 2-isocyanobiphenyl 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 4688-76-0 2-Biphenylboronic acid 
• 403-43-0 4-fluorobenzoyl chloride 

Relevant academic research and scientific papers

Synthesis of phenanthridines by I2-mediated sp3C-H amination

An I2-mediated synthesis of phenanthridinesviaintramolecular sp3C-H amination of readily accessible aniline precursors is reported. The present synthetic process is straightforward and applicable to a broad variety of unprotected ani

6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine

Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.

Synthesis method of 6-phenylphenanthridine compound

The invention discloses a synthesis method of a 6-phenylphenanthridine compound. The synthesis method comprises the following steps of using a benzoic acid compound and 2-isocyanobiphenyl as reactionraw materials, adding a catalyst, a ligand, an oxidant a

Rapid synthesis of polysubstituted phenanthridines from simple aliphatic/aromatic nitriles and iodo arenes: Via Pd(ii) catalyzed domino C-C/C-C/C-N bond formation

An efficient and straightforward method has been developed for the synthesis of polysubstituted phenanthridines from simple aryl iodides and alkyl/aryl nitriles via the palladium-catalyzed nucleophilic addition of aryl iodides to nitriles followed by casc

Metal-free photocatalyzed cross coupling of aryl (heteroaryl) bromides with isonitriles

A visible-light-catalyzed synthesis of 6-aryl substituted phenanthridines from aryl bromides and 2-isocyanobiphenyls at room temperature has been discovered. This metal-free cross-coupling reaction offers rapid and sustainable access to a series of struct

Coupling N-H Deprotonation, C-H Activation, and Oxidation: Metal-Free C(sp3)-H Aminations with Unprotected Anilines

An intramolecular oxidative C(sp3)-H amination from unprotected anilines and C(sp3)-H bonds readily occurs under mild conditions using t-BuOK, molecular oxygen and N,N-dimethylformamide (DMF). Success of this process, which requires mildly acidic N-H bonds and an activated C(sp3)-H bond (BDE 85 kcal/mol), stems from synergy between basic, radical, and oxidizing species working together to promote a coordinated sequence of deprotonation: H atom transfer and oxidation that forges a new C-N bond. This process is applicable for the synthesis of a wide variety of N-heterocycles, ranging from small molecules to extended aromatics without the need for transition metals or strong oxidants. Computational results reveal the mechanistic details and energy landscape for the sequence of individual steps that comprise this reaction cascade. The importance of base in this process stems from the much greater acidity of transition state and product for the 2c,3e C-N bond formation relative to the reactant. In this scenario, selective deprotonation provides the driving force for the process.

Metal-free nitrogenation of 2-acetylbiphenyls: Expeditious synthesis of phenanthridines

An intermolecular nitrogenation reaction toward the synthesis of phenanthridines has been developed. This metal-free protocol provides a novel nitrogen-incorporation transformation using azides as the nitrogen source. Phenanthridines, which are of great interest in pharmaceutical and medicinal chemistry, are synthesized efficiently in one step. Moreover, the byproducts derived from the Schmidt reaction are inhibited, which further demonstrated the high chemoselectivity of this transformation.

Metal-free radical oxidative decarboxylation/cyclization of acyl peroxides and 2-isocyanobiphenyls

A metal-free radical oxidative decarboxylation/cyclization of acyl peroxides and 2-isocyanobiphenyls was achieved, leading to 6-aryl phenanthridines as well as 6-alkyl phenanthridines in moderate to good yields. The procedure featured simple conditions and was metal-free and base free. It represents a practical approach to access 6-aryl/alkyl phenanthridines.

Synthesis of 6-substituted phenanthridines by metal-free, visible-light induced aerobic oxidative cyclization of 2-isocyanobiphenyls with hydrazines

Irradiation of hydrazines with visible-light in the presence of organic dye eosin B generates various types of functional radicals, which are trapped by 2-isocyanobiphenyls to give 6-substituted phenanthridines. the Partner Organisations 2014.

Transition-metal-free, visible-light induced cyclization of arylsulfonyl chlorides with 2-isocyanobiphenyls to produce phenanthridines

6-Aryl substituted phenanthridines were synthesized via a visible-light-catalyzed cyclization of 2-isocyanobiphenyls with arylsulfonyl chlorides under oxidant-free and transition-metal-free conditions. This transformation represents an efficient and attractive synthetic utilization of arylsulfonyl chlorides. the Partner Organisations 2014.