329939-01-7

Upstream product

• 615-43-0 2-iodophenylamine 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 875246-11-0 4-methoxy-N-(4'-methoxy-biphenyl-2-yl)-benzamide 
• 1103883-03-9 C₁₉H₂₀INO₄ 
• 6265-92-5 2-(4-methoxy-phenyl)-benzothiazole 
• 114049-60-4 (9H-carbazol-9-yl)(4-methoxyphenyl)methanone 
• 1415550-13-8 2,3-dimethyl-9-(4-methoxybenzoyl)carbazole 
• 838-34-6 2-(p-methoxyphenyl)benzoxazole 
• 114331-87-2 N-(2-hydroxy-phenyl)-4-methoxy-benzamide 
• 1420841-22-0 2-(4-methoxyphenyl)benzo[d][1,3]selenazole 
• 7465-88-5 4-methoxy-N-phenylbenzamide 
• 103517-57-3 N₁-(4-methoxybenzoyl)-1,2-benzenediamine 
• 835873-06-8 N-(2-iodophenyl)-4-methoxy-N-methylbenzamide 
• 1152-07-4 2-(4-methoxyphenyl)-3H-quinazolin-4-one 
• 18600-55-0 2-(4-methoxyphenyl)-4H-3,1-benzoxazin-4-one 

Relevant academic research and scientific papers

Dibrominative Spirocyclization of 2-Butynolyl Anilides: Synthesis of gem-Dibromospirocyclic Benzo[ d][1,3]oxazines and Their Application in the Synthesis of 4 H-Furo[3,2- b]indoles

The combination of catalytic aqueous hydrochloric acid (HCl) and N-bromosuccinimide (NBS) generated electrophilic bromine monochloride (BrCl), which readily induced spiroannulation of 2-alkynolyl anilides (n = 1-3) to form gem-dibromospirocyclic benzo[d][

Aniline-Type Hypervalent Iodine(III) for Intramolecular Cyclization via C?H Bond Abstraction of Hydrocarbons Containing N- and O-Nucleophiles

We developed a method for the preparation of (diacetoxyiodo)-2-(N-alkylamido)benzene as an aniline-type hypervalent iodine(III). We also achieved direct cyclizations via C?H bond abstraction, such as the Hofmann-L?ffler-Freytag reaction, a direct amination, and a direct lactonization, using the aniline-type hypervalent iodine(III) to obtain corresponding products in high yields. (Figure presented.).

Gold-catalyzed oxidative cyclization of amide-alkynes: access to functionalized γ-lactams

An efficient gold-catalyzed oxidative cyclization of amide-alkynes is developed. A series of functionalized γ-lactams are easily accessed by employing this strategy. The tandem reaction proceeds through alkyne oxidation, carbene/alkyne metathesis, and donor/donor carbene oxidation.

Intermolecular coupling of 2-iodoanilides with benzoxazoles: Synthesis of N-(2-Benzoxazol-2-ylphenyl)benzamides via C-H activation

Using CuI/xantphos/Pd(OAc)2 catalytic system, the intermolecular C-C cross coupling between benzoxazoles and ortho-haloanilides has been developed in moderate to good yields. The procedure tolerates a series of functional groups on benzoxazole, such as ester, chloro, methyl, and methoxy groups. This divergent approach provides access to various N-(2-Benzoxazol-2-ylphenyl)amides.

One-pot preparation of 2-(alkyl)arylbenzoselenazoles from the corresponding N-(acetyl)benzoyl-2-iodoanilines via a microwave-assisted methodology

We report here the first example of a one-pot synthesis of 2-(alkyl)arylbenzoselenazoles from N-(acetyl)benzoyl-2-iodoanilines. The reaction was carried out in the presence of Woollins' reagent under microwave irradiation and resulted in moderate to good yields.

Cu-catalyzed in situ generation of thiol using xanthate as a thiol surrogate for the one-pot synthesis of benzothiazoles and benzothiophenes

A new copper-catalyzed in situ generation of aryl thiolates strategy was successfully developed for the one-pot synthesis of substituted benzothiazoles from 2-iodoanilides using xanthate as a thiol precursor. A wide range of 2-iodoanilides with both electron-releasing and electron-withdrawing groups produced the corresponding benzothiazoles in good yields. Further, this one-pot protocol was successfully utilized for the synthesis of a potent antitumor agent 2-(3,4-dimethoxyphenyl)-5-fluorobenzo[d]thiazole (PMX 610). Finally, the copper-catalyzed in situ generation of aryl thiolates strategy was successfully applied for the domino synthesis of substituted benzothiophenes from o-haloalkynyl benzenes using xanthate as a thiol precursor.

Iron-catalyzed aryl-aryl cross-coupling reaction tolerating amides and unprotected quinolinones

The iron(III)-catalyzed cross-coupling reaction between functionalized arylcopper reagents and aromatic iodides bearing an amide function or an unprotected quinolinone leads smoothly to polyfunctionalized biphenyls in excellent yields due to an intramolec

Parallel synthesis of a library of benzoxazoles and benzothiazoles using ligand-accelerated copper-catalyzed cyclizations of ortho-halobenzanilides

A general method for the formation of benzoxazoles via a copper-catalyzed cyclization of ortho-haloanilides is reported. This approach complements the more commonly used strategies for benzoxazole formation which require 2-aminophenols as substrates. The reaction involves an intramolecular C-O cross-coupling of the ortho-haloanilides and is believed to proceed via an oxidative insertion/reductive elimination pathway through a Cu(I)/Cu(III) manifold. The reaction is also applicable to the formation of benzothiazoles. A variety of ligands including 1,10-phenanthroline and N,N′- dimethylethylenediamine were shown to provide ligand acceleration/stabilization in the reaction. Optimal conditions for cyclization used a catalyst combination of CuI and 1,10-phenanthroline (10 mol %). The method was amenable to a parallel-synthesis approach, as demonstrated by the synthesis of a library of benzoxazoles and benzothiazoles substituted at various positions in the ring. Most examples utilized the cyclization of ortho-bromoanilides, but orthoiodoanilides and ortho-chloroanilides also undergo a reaction under these conditions. The rate of reaction of the ortho-haloanilides follows the order I > Br > Cl, consistent with oxidative addition being the rate-determining step.