4679-91-8

Upstream product

• 62-53-3 aniline 
• 4980-70-5 1,3-diphenyl-1-propyne 
• 102-04-5 1,3-Diphenylpropanone 
• 645-49-8 cis-stilben 
• 201230-82-2 carbon monoxide 
• 100-63-0 phenylhydrazine 
• 55520-55-3 (3R,4S)-5-Benzyl-2,3,4-triphenyl-3,4-dihydro-2H-[1,2,3]diazaphosphole 
• 74-88-4 methyl iodide 
• 111584-85-1 1,3-diphenyl-2-(phenylamino)propan-1-one 
• 142-04-1 aniline hydrochloride 
• 32898-02-5 1,3-diphenyl-1-(phenylamino)propan-2-one 
• 51012-66-9 2-benzyl-2-bromoacetophenone 
• 1788-30-3 phenylhydrazone of dibenzyl ketone 

Downstream Products

• 103161-85-9 1-benzoyl-2-benzyl-3-phenyl-indole 

Relevant academic research and scientific papers

C2-phosphonomethyleneindole compound as well as preparation method and application thereof

The invention discloses a C2-phosphonomethyleneindole compound as well as a preparation method and application thereof. The compound provided by the invention contains an indole ring and a phosphono substituted polyfunctional compound, can be further functionalized, is an important synthetic building block in organic synthesis, and has important application value in synthesis of compounds or ligand compounds with biological activity. The raw materials used in the preparation method are simple and convenient to prepare, the reaction conditions are mild, the reaction can be directly performed inthe air atmosphere, the operation is convenient, the catalyst dosage is low, the reaction time is short, and substrate tolerance is good. In addition, the unique by-product of the preparation methodis water, so that the reaction has the advantages of higher atom economy, environment friendliness and the like.

A kind of high-efficient synthetic indole and isoquinoline derivatives (by machine translation)

The invention discloses a substituted indole and isoquinoline preparation method, which belongs to the technical field of organic chemical synthesis. This method adopts the oxygen as the oxidizing agent, various substituents substituted alkyne starting material of the aromatic amine or [...] , by transition metal-catalyzed, get containing indole or isoquinoline compound of the structure. The reaction raw material, oxidizing agent and cheap and easily obtained catalyst, synthesis technique is simple, which greatly reduces the cost of synthesizing; mild reaction conditions, high yield, easy industrialization; reaction raw materials and catalyst cleaning non-toxic, small pollution to the environment. Such compounds and their derivatives as an important fine chemicals, in the medical, agricultural chemicals, perfume and widely used photoelectric and other industries. (by machine translation)

A Convenient Modification of the Fischer Indole Synthesis with a Solid Acid

(Chemical Equation Presented). A new one-pot version of the titled reaction involves heating a mixture of a carbonyl compound, a phenylhydrazine, and the cation exchange resin Amberlite IR 120 in refluxing ethanol. A variety of enolizable aldehydes, and ketones and several substituted phenylhydrazines could thus be converted to the corresponding indoles in excellent yields (70-88%). Reaction times were typically 6-10 h, with the resin being then filtered off and the product isolated after minimal workup.

Rh-Catalyzed oxidative C-H activation/annulation: Converting anilines to indoles using molecular oxygen as the sole oxidant

A practical and efficient Rh(iii)-catalyzed aerobic C-H activation has been developed for the facile synthesis of a broad range of indoles from simple anilines and alkynes. The protocol could be conducted under mild conditions and used environmentally friendly oxygen as the sole clear oxidant.

A microwave-assisted, propylphosphonic anhydride (T3P) mediated one-pot Fischer indole synthesis

A rapid, mild, and high yielding protocol for the Fischer indolization of arylhydrazines with T3P under microwave irradiation is described. Significant features of this method include short reaction times and preparative ease.

2,3-Disubstituted indoles from olefins and hydrazines via tandem hydroformylation-Fischer indole synthesis and skeletal rearrangement

The tandem hydroformylation-Fischer indolisation protocol is used in the synthesis of 2,3-disubstituted indoles. After hydroformylation of selected olefins to form α-branched aldehydes in a one-pot procedure these are condensed with phenylhydrazine to give hydrazones. Upon acid-promoted [3,3]-sigmatropic rearrangement indolenine intermediates with quaternary centres in the 3-position are formed, which, after selective Wagner-Meerwein-type rearrangement of one of the substituents from the 3- to the 2-position, lead to 2,3-disubstituted indoles. Several olefins, bearing substituents with various functional groups, as well as cyclic olefinic systems are investigated. The Royal Society of Chemistry 2006.

Fischer indole synthesis in the absence of a solvent

The traditional Fischer synthesis of indoles has been investigated and it has been shown that the reaction proceeds in good yield in the absence of a solvent.

Reactivity of 2H-1,2,3-Diazaphosphole Derivatives: Unexpected Formation of Indoles and New Indolization Reaction

2H-1,2,3-Diazaphosphole derivatives (1) react with alkyl halides to give the corresponding 2,3-disubstituted indoles (3) as the major products (30-40percent yields).Small amounts (15-20percent) of the ring-opened compounds (4) in the two diastereoisomeric Z-configuration are also obtained.During this reaction a cis-(1) trans-(1) isomerization is also observed.Mechanistic explanations of these results have been described and a new general method has been developed for the synthesis of 2,3-disubstituted indoles from ketone arylhydrazones and PCl3.

STUDIES ON ORGANOPHOSPHORUS COMPOUNDS-XXXVII SYNTHESES OF Δ5-1,2,3-DIAZAPHOSPHOLINES AND INDOLES FROM HYDRAZONES

2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide, 1, reacts with phenylhydrazones of methylketones to give Δ5-1,2,3-daizaphospholines, 3; in one case 2-methyl-3-phenylindole, 4, was also isolated.Phenylhydrazones of cyclopentanone and cyclohexanone similarly yield the corresponding annulated P-heterocycles, 6a, 6b and as byproducts the indoles 7a and 7b, respectively.The sole product from the reaction of 1 with the phenylhydrazone of 1,3-diphenyl-2-propanone is 2-benzyl-3-phenylindole, 9.A mechanism for the formation of the diazaphospholines is suggested.

Synthesis of 2,3-Disubstituted Indoles Under Mild Conditions

The reaction, at room temperature, between ketone phenylhydrazones and phosphorus trichloride gives the corresponding 2,3-disubstituted indoles in high yields (70 - 90 percent).