79606-47-6

Upstream product

• 5419-55-6 Triisopropyl borate 
• 455-18-5 4-CF₃C₆H₄CN 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 4111-54-0 lithium diisopropyl amide 
• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 
• 108-18-9 diisopropylamine 
• 455-24-3 4-trifluoromethylbenzoic acid 

Downstream Products

• 1001351-08-1 2-iodo-N,N-diisopropyl-4-(trifluoromethyl)benzamide 
• 1392473-12-9 2-hydroxy-N,N-diisopropyl-4-(trifluoromethyl)benzamide 
• 1375931-18-2 2-bromo-N,N-diisopropyl-4-(trifluoromethyl)benzamide 
• 1225544-92-2 N,N-diisopropyl-2-formyl-4-(trifluoromethyl)benzamide 
• 1225544-95-5 N,N-diisopropyl-2-hydroxymethyl-4-(trifluoromethyl)benzamide 

Relevant academic research and scientific papers

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

3-(3'-hydroxybutyl) isobenzofuran-1(3H)-ketone derivative as well as composition, preparation method and application thereof

The invention belongs to the field of medicines, and particularly relates to a 3-(3-hydroxybutyl) isobenzofuran-1(3H)-ketone derivative as well as a composition, a preparation method and application thereof, and the derivative is a compound with a structu

Butylphthalide derivative and application thereof in preparation of drugs for protecting nerve cells

The invention relates to biological medicine. The invention provides a butylphthalide derivative and an application thereof in preparation of drugs for protecting nerve cells, and more specifically, the invention provides application of a butylphthalide d

FUSED HETEROCYCLIC COMPOUNDS AND THEIR USE AS PEST CONTROL AGENTS

The present invention discloses a fused heterocyclic compound of formula (I) wherein, R1, G1, G2, G3, G4, A1, A2, Q, n and Z are as defined in the detailed description. The prese

Identification of key functionalization species in the Cp?Ir(iii)-catalyzed-: ortho halogenation of benzamides

Cp?Ir(iii) complexes have been shown to be effective for the halogenation of N,N-diisopropylbenzamides with N-halosuccinimide as a suitable halogen source. The optimized conditions for the iodination reaction consist of 0.5 mol% [Cp?IrCl2]2 in 1,2-dichlor

Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation

Arene amination is achieved by site-selective C-H zincation followed by copper-catalyzed coupling with O-benzoylhydroxylamines under mild conditions. Key to this success is ortho-zincation mediated by lithium amidodiethylzincate base that is effective for a wide range of arenes, including nonactivated arenes bearing simple functionalities such as fluoride, chloride, ester, amide, ether, nitrile, and trifluoromethyl groups as well as heteroarenes including indole, thiophene, pyridine, and isoquinoline. An analogous C-H azidation is also accomplished using azidoiodinane for direct introduction of a useful azide group onto a broad scope of arenes and heteroarenes. These new transformations offer rapid access to valuable and diverse chemical space of aminoarenes. Their broad applications in organic synthesis and drug discovery are demonstrated in the synthesis of novel analogues of natural product (-)-nicotine and antidepressant sertraline by late-stage amination and azidation reactions.

Direct Hydroxylation and Amination of Arenes via Deprotonative Cupration

Deprotonative directed ortho cupration of aromatic/heteroaromatic C-H bond and subsequent oxidation with t-BuOOH furnished functionalized phenols in high yields with high regio- and chemoselectivity. DFT calculations revealed that this hydroxylation reaction proceeds via a copper (I → III → I) redox mechanism. Application of this reaction to aromatic C-H amination using BnONH2 efficiently afforded the corresponding primary anilines. These reactions show broad scope and good functional group compatibility. Catalytic versions of these transformations are also demonstrated.

[RhIIIcp*]-catalyzed dehydrogenative aryl-aryl bond formation

Directed, undirected! Rhodium(III)-catalyzed double CH bond activation (one directed, one undirected) provides an efficient route to biaryls (see scheme; DG=directing group). Significant kinetic isotope effects for both reaction partners and H/D scrambling between them are interesting experimental findings. While the mechanism is still unclear, a rhodium(V) species is invoked in the catalytic cycle. Copyright

High-yielding, versatile, and practical [Rh(III)Cp*]-catalyzed ortho bromination and iodination of arenes

We report a uniquely high-yielding, general, and practical ortho bromination and iodination reaction of different classes of aromatic compounds. This reaction occurs by Rh(III)-catalyzed C-H bond activation methodology and is therefore the first example of the application of this cationic catalyst for C-Br and C-I bond formation.

Manufacturing synthesis of 5-substituted phthalides

A manufacturing synthesis of 5-chlorophthalide has been elaborated. The key step of the procedure is ortho-lithiation of 4-chloro-N,N-diisopropylbenzamide, followed by formylation with dimethyl formamide. Reduction of the formyl moiety and subsequent ring