92646-08-7

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 2243-79-0 2-nitrobenzophenone 
• 69751-74-2 (2-amino-3,5-dibromophenyl)phenylmethanone 
• 88092-64-2 2-Acetylamino-3,5-dibromobenzophenone 
• 1196-28-7 2'-Aminopropiophenon 
• 100-58-3 phenylmagnesium bromide 
• 6311-23-5 2-(toluene-4-sulfonylamino)-benzoic acid 
• 552-89-6 2-nitro-benzaldehyde 
• 10467-10-4 ethylmagnesium iodide 
• 857550-45-9 1-(2-amino-3,5-dibromo-phenyl)-1-phenyl-propan-1-ol 

Downstream Products

• 412339-09-4 2-(1-phenylprop-1-en-1-yl)aniline 
• 4757-69-1 2-methyl-3-phenyl-1H-indole 
• 3169-56-0 1-Phenyl-1-(2-amino-phenyl)-propan 
• 21039-71-4 3-methyl-4-phenylcinnoline 
• 926691-82-9 4-ethyl-6-nitro-4-phenyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one 
• 926691-79-4 4-ethyl-4-phenyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one 
• 930779-13-8 2-[(1E)-1-phenyl-1-propen-1-yl]benzenamine 

Relevant academic research and scientific papers

Carbon annulation of ortho-vinylanilines with dimethyl sulfoxide to access 4-aryl quinolines

A palladium-catalyzed annulation of ortho-vinylanilines with dimethyl sulfoxide was developed to access 4-aryl quinolines in moderate to good yields. Activated by 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO), DMSO served as a “=CH-” fragment in this transformation. It represents a facile pathway leading to 4-aryl quinolines.

Cleavage of C-C Bonds for the Synthesis of C2-Substituted Quinolines and Indoles by Catalyst-Controlled Tandem Annulation of 2-Vinylanilines and Alkynoates

The strategy for the synthesis of C2-substituted indoles and quinolines from 2-vinylanilines and alkynoates through C-C bond cleavage is developed. With these general methods, 2-substituted indoles and quinolines can be accessed via tandem Michael addition and cyclization with no requirement of oxidant. This strategy not only provides a method for the synthesis C2-substituted indoles in good yields through the simultaneous cleavage of C=C and C=C bonds under metal-free conditions but also provides a simple method for the generation of the C2-substituted quinolines in moderate yields via Pd-catalyzed C=C bond cleavage.

Copper-mediated intramolecular aza-Wacker-type cyclization of 2-alkenylanilines toward 3-aryl indoles

A copper-mediated intramolecular aza-Wacker-type cyclization was developed for the direct and efficient synthesis of 3-aryl indoles using 2-alkenylanilines in moderate to good yields with good functional group compatibility. This strategy shows the high efficiency, operational simplicity as well as broad substrate scope.

Tert -Butyl nitrite (TBN) as the N atom source for the synthesis of substituted cinnolines with 2-vinylanilines and a relevant mechanism was studied

A green method to synthesize cinnolines by 6π electrocyclic reaction with alkenyl amines and TBN has been developed. TBN plays a dual role both as a nitrogen atom source and an oxidant in this procedure. Relevant mechanism experiments reveal that the reaction proceeds through electrocyclic reaction and with diazo hydroxide as a key intermediate.

Intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF: A synthetic approach to indene derivatives

A method for the intramolecular addition of triarylmethanes to alkynes has been developed. The reaction was efficiently promoted by KOtBu/DMF without any transition-metal catalyst. A variety of indene derivatives were prepared in moderate to good yields. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. The reaction is proposed to proceed through the generation of a triphenylmethyl radical. Indene derivatives were prepared by the intramolecular addition of triarylmethanes to alkynes promoted by KOtBu/DMF. A cascade cyclization of 2-alkyl-substituted substrates at elevated reaction temperature gave bicyclic indene derivatives. A free-radical reaction mechanism is proposed.

SAR studies of 6-(arylamino)-4,4-disubstituted-1-methyl-1,4-dihydro-benzo[d][1,3]oxazin-2-ones as progesterone receptor antagonists

We previously disclosed that 6-aryl benzoxazin-2-ones were PR modulators. In a continuation of this work we examined the SAR of new 6-arylamino benzoxazinones and found the targets 1-25, with an extra amino linker between the pendent 6-aryl groups and ben

Convenient synthesis of fluorinated quinoline, 1,2-dihydroquinoline, and 1,2,3,4-tetrahydroquinoline derivatives

A convenient synthetic method for 2-polyfluoroalkylated quinoline systems through the efficient generation of perfluoroalkylated imine from o-vinylanilines with perfluorinated hemiacetals or aldehyde hydrates was developed. In most cases, the major produc