105072-35-3

Upstream product

• 110-89-4 piperidine 
• 937-31-5 (4-Nitrophenyl)acetylene 
• 352564-38-6 C₁₃H₁₆N₂O₂S 
• 2981-10-4 1-(cyclohex-1-en-1-yl)piperidine 
• 146736-31-4 3-Chloro-3-(4-nitro-phenyl)-2-oxo-propionic acid methyl ester 
• 104-03-0 4-nitrobenzeneacetic acid 
• 2945-08-6 methyl (4-nitrophenyl)acetate 
• 555-16-8 4-nitrobenzaldehdye 
• 51738-10-4 2,2-dibromo-1-(4-nitrophenyl)ethene 

Downstream Products

• 69576-95-0 4-nitrophenyl-1-piperidinostyrene 
• 5339-15-1 1-[2-(4-nitro-phenyl)-ethyl]-piperidine 
• 168897-21-0 4-(2-piperidin-1-yl-ethyl)-phenylamine 

Relevant academic research and scientific papers

An Efficient One–pot Procedure for the Direct Preparation of 4,5-Dihydroisoxazoles from Amides

A Mo(CO)6 (molybdenumhexacarbonyl) catalyzed reductive functionalization of amides to afford 5-amino substituted 4,5-dihydroisoxazoles is presented. The reduction of amides generates reactive enamines, which upon the addition of hydroximinoyl chlorides and base undergoes a 1,3-dipolar cycloaddition reaction that gives access to the desired heterocyclic compounds. The transformation of amides is highly chemoselective and tolerates functional groups such as nitro, nitriles, esters, and ketones. Furthermore, a versatile scope of 4,5-dihydroisoxazoles derived from a variety of hydroximinoyl chlorides and amides is demonstrated. (Figure presented.).

Sequential substitution/ring cleavage/addition reaction of 1-(cyclohex-1-enyl)-piperidine and -pyrrolidine with chloropyruvates for the efficient synthesis of substituted 4,5,6,7-tetrahydro-1H-indole derivatives

Sequential substitution/ring cleavage/addition reaction of 1-(cyclohex-1-enyl)-piperidine and -pyrrolidine with chloropyruvates has been accomplished for the synthesis of various polysubstituted 4,5,6,7-tetrahydroindoles. This one-pot, general and highly regioselective method avoids harsh conditions and expensive catalysts. It proceeds with high atom-efficiency and shows a broad substrate scope and functional group tolerance, making it a highly practical approach for the preparation of various tetrahydroindole derivatives. A family of 17 tetrahydroindoles was synthesized in good yields, which is indicative of the general character of this reaction. 10 of the tetrahydroindole derivatives with various substituents were successfully transformed into the corresponding indoles. This methodology allows access to indoles bearing ω-halo- (mostly chloro-)butyl and pentyl substituents at the nitrogen atom (by variation of enamines) and at the C2, C3 positions (by variation of pyruvates, including bromoaryl and chloroalkyl derivatives). The reaction can be used in conjunction with enamine synthesis offering a practical three-component heteroannulation methodology to produce 4,5,6,7-tetrahydroindoles from cyclohexanone, pyrrolidine and arylchloropyruvates.

Visible-light-mediated eosin y catalyzed aerobic desulfurization of thioamides into amides

A novel method for the metal-free efficient synthesis of amides from thioamides using visible light and in an air atmosphere in the presence of eosin Y as an organophotoredox catalyst is reported. The protocol involves aerobic desulfurization-oxygenation of thioamides into amides in good to excellent yields at r.t. in a one-pot operation under mild conditions with the formation of nontoxic elemental sulfur as the only by-product. On the basis of several relevant experiments performed, it has been shown that the present photooxidation does not involve a singlet oxygen and accordingly a plausible organocatalytic photoredox mechanism is proposed.

Direct use of dioxygen as an oxygen source: Catalytic oxidative synthesis of amides

The first transition-metal-catalyzed direct oxidative synthesis of amides by using dioxygen as an oxygen source has been developed under mild conditions, in which DBU was used as the key additive. The present methodology, which utilizes dioxygen as an oxidant and oxygen source and cheap copper salts as catalysts, opens up an interesting and attractive avenue for the synthesis of amide functionality.

Synthesis and biological evaluation of new 4β-anilino-4′-O- demethyl-4-desoxypodophyllotoxin derivatives as potential antitumor agents

A series of new 4β-anilino-4′-O-demethyl-4-desoxypodophyllotoxin derivatives were prepared and evaluated for their cytotoxicities against four human cancer cell lines including KB, KB/VCR, A549 and 95D. Most compounds showed better growth-inhibition activities against tested cell lines than that of etoposide (VP-16). Preliminary structure-activity relationships (SARs) were concluded and it indicated that the side chains substituted at 4β position of podophyllotoxin significantly influenced the cytotoxic activity, especially for the drug resistance profile. In vivo studies of compound 26c on highly metastatic human lung cancer xenograft in nude mice showed that it can significantly inhibit tumor growth with administrating by oral route.

Cesium carbonate promoted aerobic oxidation of arylacetamides: an efficient access to N-substituted α-keto amides

A novel cesium carbonate promoted aerobic oxidation reaction to prepare N-substituted α-keto amides in the presence of catalytic amount of tetra-n-butylammonium bromide was described. This reaction provides a very simple and convenient route from easily a

An efficient method for one-carbon elongation of aryl aldehydes via their dibromoalkene derivatives

Various aryl aldehydes were efficiently converted into one-carbon extended aryl acetamides or aryl acetic acids through the reaction of their dibromoalkene derivatives with pyrrolidine in the presence of water under very mild conditions.