16931-80-9

Upstream product

• 2138-33-2 3-(dimethylamino)-1-(4-methoxyphenyl)propan-1-one 
• 120-92-3 cyclopentanone 
• 2125-49-7 3-dimethylamino-1-(4-methoxy-phenyl)-propan-1-one; hydrochloride 

Downstream Products

• 73669-93-9 2-(4-Methoxy-phenyl)-octahydro-cyclopenta[b]thiopyran 
• 73669-81-5 Trifluoro-acetate2-(4-methoxy-phenyl)-6,7-dihydro-5H-cyclopenta[b]thiopyranylium; 
• 92744-73-5 4-(p-Methoxyphenyl)-1,9a-trimethylene-9-oxa-4a-aza-1,2,4a,9a-tetrahydrofluorene 
• 92744-83-7 9a-(p-Methoxyphenyl)-3,4-trimethylene-4a,9-diaza-1,2,4a,9a-tetrahydrofluorene 

Relevant academic research and scientific papers

Chair to boat interconversion and face to face interactions in isomeric aryl-substituted perhydrocyclopentaquinolizines

(Graph Presented) The structure and the conformation of the two isomeric 3,5-di(4-methoxyphenyl)perhydrocyclopenta[ij]-quinolizines 1 and 2 have been determined by a combination of NOE experiments, analysis of vicinal J coupling constants, and DFT computations. The two aryl rings were found to exhibit a face to face disposition, and variable-temperature NMR spectra allowed the determination of the corresponding rotation barriers, as well as chair to boat and nitrogen inversion processes of the quinolizine rings. The structure and the conformation of the two corresponding ammonium salts 1-H+ and 2-H+ were also obtained in solution by the same techniques: in addition, their solid-state structures were determined by X-ray diffraction.

Microwave-mediated facile synthesis of steroid-like 1,5-diketones from Mannich salts

A facile synthesis of some diketones that fit into a steroid motif was achieved from Mannich salts and cyclic ketones under microwave irradiation. Copyright Taylor & Francis Group, LLC.

Novel domino products from the reaction of phenyl vinyl ketone and its derivatives with cyclic ketones

Reaction of phenyl vinyl ketone with cyclopentanone under thermal conditions resulted in novel domino products, 1,5,9-triketones along with the expected 1,5-diketones. The 1,5,9-triketones were formed via a Michael-Michael-rearrangement pathway. On the other hand, reaction under basic conditions furnished a spiro[4.5]decanone, formed by domino pathways involving Michael-Michael-aldol condensation reactions. Microwave mediated reductive amination-cyclization of the 1,5,9-triketone furnished the perhydrocyclopenta[ij]quinolizine derivative.

DIRECTION OF HETEROCYCLIZATION IN THE INTERACTION OF SEMICYCLIC 1,5-DIKETONES WITH BIFUNCTIONAL NUCLEOPHILES

In the interaction of a series of 1-aryl-3-R-3-(2'-oxo-cycloalkyl)-1-propanones with o-aminophenol and o-phenylenediamine, depending on the structure of the reacting compounds, derivatives of 1,9a-tetra(tri)-methylene-9-oxa(aza)-4a-aza-1,2,4a,9a-tetrahydrofluorene are formed.The interaction of 1-(o-hydroxyphenyl)- and 1-(o-aminophenyl)-3-R-3-(2'-oxocycloalkyl)-1-propanones with o-aminophenol, o-phenylenediamine, ethanolamine, and ethylenediamine leads to the formation of new heterocyclic systems: 2,7-dioxa-5-azatricyclo1,5>dodecane, 7-oxa-2,5-diazatricyclo1,5>dodecane, and 2,5,7-triazatricyclo1,5>dodecane.

REACTIONS OF "SEMICYCLIC" 1,5-DIKETONES WITH HYDROGEN SULFIDE AND TRIFLUOROACETIC ACID

The reactions of known and new "semicyclic" 1,5-diketones with hydrogen sulfide and with trifluoroacetic acid were studied.It was shown that under the investigated conditions both 1-aryl- and 1,3-diaryl-substituted diketones form 3R-5R-2-thiabicycloalkane