73396-92-6

Upstream product

• 73396-87-9 2-iodo-N-allylaniline 
• 106-95-6 allyl bromide 
• 615-43-0 2-iodophenylamine 

Downstream Products

• 6247-00-3 N,N-diallylaniline 
• 176376-88-8 1-allyl-3-methyl-2,3-dihydro-1H-indole 
• 1914-05-2 N-allyl-3-methylindole 
• 17017-58-2 1-benzyl-3-methyl-1H-indole 
• 882788-93-4 N,N-diallyl-2-(2-methylprop-2-en-1-yl)aniline 
• 1262681-63-9 (E)-methyl 3-(2-(2H-pyrrol-1(5H)-yl)phenyl)acrylate 
• 1373620-92-8 C₁₁H₁₃N 
• 1451263-26-5 C₁₅H₁₇NO₂ 
• 1451263-45-8 C₁₇H₂₁N 
• 1573116-46-7 2-[2-(tert-butyldimethylsilyloxy)methylprop-2-en-1-yl]aniline 
• 1573116-47-8 2-(2-phenylprop-2-en-1-yl)aniline 
• 1573116-48-9 N-[2-(2-methylprop-2-en-1-yl)phenyl]cyanamide 

Relevant academic research and scientific papers

PdII/Novel Chiral Cinchona Alkaloid Oxazoline-Catalyzed Enantioselective Oxidative Cyclization of Aromatic Alkenyl Amides

A highly enantioselective PdII-catalyzed aza-Wacker oxidation tandem cyclization of aromatic nitrogen-containing dienes has been achieved in the presence of novel chiral cinchona alkaloid oxazoline ligands for the first time, affording chiral dihydroindole nitrogen-containing polycyclic compounds with good yields (up to 83 %), high diastereoselectivities (> 95:5 dr), and excellent enantioselectivities (up to 97 % ee).

An efficient approach to 1,2,3-trisubstituted indole via rhodium catalyzed carbene Csp3-H bond insertion

A method for convenient synthesis of N-alkyl-2-aryl-indole-3-carbaldehyde has been described. A variety of highly valuable indolyl aldehydes have been prepared through this method. Electron donating groups on both aromatic rings (anilinyl and benzyl) facilitate the formation of the desired products. A benzylic C-H insertion by rhodium carbene is the key step for this transformation. This journal is

Palladium(II)-catalyzed intramolecular tandem aminoalkylation via divergent C(sp3)-H functionalization

(Chemical Equation Presented) We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp3)-H functionalization, a ffording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C - H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C - H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp3)-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.

Highly selective N-allylation of anilines under microwave irradiation

An easy and rapid procedure for the preparation of a variety of mono- and bis-allylated anilines via the reaction of allyl bromide with a wide range of anilines under microwave irradiation is described. This approach allows use of mild conditions and short reaction times to give high selectivities and excellent yields.

Intramolecular aminocyanation of alkenes by N-CN bond cleavage

A metal-free, Lewis acid promoted intramolecular aminocyanation of alkenes was developed. B(C6F5)3 activates N-sulfonyl cyanamides, thus leading to a formal cleavage of the N-CN bonds in conjunction with vicinal addition o

NOVEL METHOD OF PREPARING SECONDARY AMINE COMPOUND USING MICROFLOW REACTOR

Disclosed is a novel method of preparing a secondary amine compound using a microflow reactor. According to the method, a primary amine compound and a halide compound are allowed to react with each other in the microflow reactor, such that the production

Multistep reactions using microreactor chemistry

A microflow system for the investigation of multistep syntheses involving Pd-catalysed Heck reactions and Ru-catalysed ring-closing metathesis is described. A successful provision of reagent and catalyst delivery in a consecutive fashion allowed control over reaction parameters leading to fast optimisation. The performance of Heck reactions in multistep procedures was not as successful as in the single step coupling, whereas the ring-closing metathesis proved to be successful in the production of the desired compounds for further functionalisation. ARKAT-USA, Inc.

Palladium(II)-catalyzed oxidative cascade cyclization reactions of anilides and anilines: Scope and mechanistic investigations

With Pd(OAc)2/pyridine as the catalyst system and molecular oxygen as a green oxidant, acrylanilides and N-allylanilines undergo oxidative cascade cyclization to form heterocyclic rings in high yields. This methodology is applicable to acrylani

Highly selective N-Alkylation of amines promoted on silica: An efficient and recyclable surface

N-Alkylation of amines suffers from competing over alkylations. At the same time, use of strong base and other harsh conditions greatly limits providing a practical, generalized and selective procedure. Activated silica gel has been found to promote N-alkylations of amines. Here, we studied N-alkylation of amines with various types of alkyl halides, which finally constitute practical, highly selective and eco-friendly conditions for mono- or bis-alkylated amines at ambient temperature with recyclability of silica.

Pd(II)/tBu-quinolineoxazoline: An Air-Stable and modular chiral catalyst system for enantioselective oxidative cascade cyclization

[Chemical Equation Presented] An air-stable and structurally tunable chiral tBu-quinolineoxazoline/Pd(II) catalyst system has been developed for the enantioselective oxidative cascade cyclization of a variety of disubstituted olefinic substrates, with the apparent advantages of good yields and excellent enantioselectivities (up to 98% ee) and diastereoselectivities (dr >24:1). A transition-state model has also been proposed to account for the excellent stereocontrol.