22826-52-4

Upstream product

• 19493-44-8 1-chloroisoquinoline 
• 68971-87-9 (2-tolyl)tributyltin 
• 4702-25-4 2-mercaptoisoquinoline 
• 932-31-0 ortho-tolylmagnesium bromide 
• 6699-93-0 (2-methylphenyl)lithium 
• 19658-77-6 1-iodoisoquiniline 
• 84109-17-1 2-methylphenylzinc chloride 
• 676270-02-3 o-tolyltris(2-propoxy)titanium 
• 119-65-3 isoquinoline 
• 95-53-4 o-toluidine 
• 16419-60-6 2-Methylphenylboronic acid 

Downstream Products

• 1619935-97-5 C₄₄H₃₁N 

Relevant academic research and scientific papers

Transition-Metal-Free Desulfinative Cross-Coupling of Heteroaryl Sulfinates with Grignard Reagents

A mild cross-coupling reaction of heteroaryl sulfinates with Grignard reagents has been developed under transition-metal-free conditions. This study provides an example of the SO22- as a leaving group in an aromatic system and an effective methodology for the construction of C-C bond.

Red light metal complex, preparation method and application thereof

The invention belongs to the field of organic electroluminescence materials, and discloses a red light metal complex formed by using an alkyl-substituted phenylisoquinoline derivative as a main ligand, a preparation method and an application thereof. Different alkyl substituents are introduced on the main ligand, purification and sublimation yields of a material are remarkably improved, so using cost of the material is effectively reduced, and it is extremely beneficial to industrial production. In addition, because of the steric-hindrance effect of an increased alkyl chain, steric hindrance of molecules is enhanced, so a luminescence quenching situation is relieved, and luminous efficiency is improved.

Ligand-Free Copper-Catalyzed Negishi Coupling of Alkyl-, Aryl-, and Alkynylzinc Reagents with Heteroaryl Iodides

Reported herein is an unprecedented ligand-free copper-catalyzed cross-coupling of alkyl-, aryl-, and alkynylzinc reagents with heteroaryl iodides. The reaction proceeds at room temperature for the coupling of primary, secondary, and tertiary alkylzinc reagents with heteroaryl iodides without rearrangement. An elevated temperature (100 C) is required for aryl-heteroaryl and alkynyl-heteroaryl couplings.

Total syntheses of menisporphine and daurioxoisoporphine c enabled by photoredox-catalyzed direct C-H arylation of isoquinoline with aryldiazonium Salt

Isoquinoline alkaloids are attractive natural products due to their diverse chemical structures as well as remarkable bioactivities. Herein, we report the concise total syntheses of two isoquinoline alkaloids, menisporphine and daurioxoisoporphine C, through a mild and efficient photoredox-catalyzed direct C-H arylation of isoquinoline core with aryldiazonium salt. This new strategy is complementary to the conventional isoquinoline synthesis and would provide us a useful means to achieve a more convergent and flexible approach to access diverse isoquinoline structures.

A highly active and general catalyst for the stille coupling reaction of unreactive aryl, heteroaryl, and vinyl chlorides under mild conditions

A β-diketiminatophosphane-palladium complex was found to act as an efficient and general catalyst in the Stille coupling reaction of various aryl and heteroaryl chlorides with organostannanes. The results show that this catalytic system allows for the use of less reactive substrates such as deactivated or sterically hindered aryl chlorides. A catalyst loading of 0.5 mol% was sufficient to achieve excellent performance under relatively mild reaction conditions. Furthermore, the scope of catalyst was extended to the coupling of vinyl chlorides. Copyright

P,N-Type benzimidazolyl phosphine ligands for the palladium-catalyzed Suzuki coupling of potassium aryltrifluoroborates and aryl chlorides

This study describes the efficacy of P,N-type benzimidazolyl phosphine ligands, which can be easily synthesized from commercially available and inexpensive starting materials. The application of this ligand array in palladium-catalyzed Suzuki-Miyaura coupling reaction of aryl chlorides with potassium aryltrifluoroborates is described. The air stable benzimidazolyl phosphines in combination with a palladium metal precursor provides highly effective catalysts for the Suzuki-Miyaura coupling of unactivated aryl chlorides and can achieve a catalyst loading of only 0.05 mol %.

Biphenyl-based diaminophosphine oxides as air-stable preligands for the nickel-catalyzed kumada-tamao-corriu coupling of deactivated aryl chlorides, fluorides, and tosylates

A cooperative couple: Cooperative bimetallic activation of C-F and C-O bonds gave rise to easy coupling with aryl fluorides and tosylates. Novel air- and moisture-stable diaminophosphine oxides derived from 1,1′-biphenyl-2, 2′-diamine proved to be versatile preligands for the nickel-catalyzed cross-coupling of aryl Grignard reagents with a variety of deactivated aryl chlorides, fluorides, and tosylates (see scheme). Copyright

Highly active and recyclable silica gel-supported palladium catalyst for mild cross-coupling reactions of unactivated heteroaryl chlorides

Silica gel-supported β-ketoiminatophosphane-Pd complex (Pd@SiO 2) was shown to be a highly active and long-lived catalyst for aqueous Suzuki, Stille and Sonogashira coupling reactions of heteroaryl chlorides. A wide range of heteroaryl chlorides could be efficiently coupled with different nucleophilic partners in the presence of only 0.5 mol% catalyst and under mild conditions. This is one of the most powerful heterogeneous catalysts for the couplings of diverse heteroaryl chlorides. Furthermore, the catalyst could be reused with almost consistent activity. The Royal Society of Chemistry 2010.

Ortho, ortho′-Substituted KITPHOS monophosphines: Highly efficient ligands for palladium-catalyzed C-C and C-N bond formation

ortho, ortho′-Substitution of the phosphinoalkyne-derived aryl ring in KITPHOS (11-dicyclohexylphosphino-12-phenyl-9,10-ethenoanthracene) monophosphines enhances the performance of this class of ligand in palladium-catalyzed Suzuki-Miyaura cross-couplings and BuchwaldHartwig aminations, compared with their unsubstituted and mono-substituted counterparts. An alternative complementary synthesis of KITPHOS monophosphines has been developed and two new members of this family, 2,6-Me2-KITPHOS [11-dicyclohexylphosphino-12-(2,6-dimethylphenyl)-9,10-ethenoanthracene] and 2,6-(MeO)2-KITPHOS [11-dicyclohexylphosphino-12-(2,6-dimethoxyphenyl)-9,10-ethenoanthracene], have been prepared; palladium complexes of both are highly efficient catalysts for C - C and C - N bond formation with a range of electron-rich and electron-poor aromatic chlorides as well as heteroaryl chlorides.