117535-79-2

Upstream product

• 1896-62-4 (E)-benzalacetone 
• 2746-25-0 p-Methoxybenzyl bromide 
• 116156-19-5 (E)-1-methoxy-4-(4-phenylbutyl-3-en-1-yn-1-yl)benzene 
• 14371-10-9 (E)-3-phenylpropenal 
• 90766-67-9 1,1-dibromo-4-phenyl-1,3-butadiene 
• 1608-03-3 (E)-but-1-en-3-yn-1-ylbenzene 
• 211996-14-4 acetic acid (E)-1-methylene-3-phenyl-allyl ester 
• 22422-16-8 (E)-1-bromo-4-phenylbut-3-en-2-one 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 100573-50-0 (E)-4-phenyl-2-(trimethylsiloxy)but-3-enenitrile 

Downstream Products

• 117535-84-9 2-anilino-5,6-dihydro-3-(4-methoxyphenyl)-6-phenyl-4H-thiopyran-4-one 
• 117535-83-8 6-(4-chlorophenyl)-5,6-dihydro-2-(2-methylanilino)-3-phenyl-4H-thiopyran-4-one 
• 276879-69-7 2-(p-methoxybenzyl)-6-(p-hydroxyphenyl)-8-benzyl-3,7-dihydroimidazo[1,2-a]pyrazine-3-one 
• 276879-70-0 dehydrocoelenterazine mono-methyl ether 

Relevant academic research and scientific papers

Nazarov cyclization of divinyl ketones bearing an ester group at the β-position: A remarkable effect of α-substitution and alkene geometry on regioselectivity

The Nazarov cyclization of divinyl ketones with an ester at the β-position was examined with particular reference to where the cyclic double bond forms. We observed unprecedented regioselectivity, dictated by the subtle substitution patterns at the α-position and alkene geometry of α,β and mostly, this selectivity is regardless of substitutions at α′- and β′-positions. The major implications of these observations are an aromatic group at the α-position with E-olefin geometry provides a cyclopentenone in which the double bond is not in conjugation with an ester, whereas Z-olefin provides a cyclopentenone in which the double bond is in conjugation with an ester; and divinyl ketones bearing an ester group at the β-position and an alkyl group at the α-position with E-olefin geometry provide a cyclopentenone in which the double bond is in conjugation with the ester.

Regioselective hydrations of 1-aryl-3-en-1-ynes using gold and platinum catalysts: Selective production of 2-en-1-ones and 3-en-1-ones

Regiocontrolled hydrations of 1-aryl-3-en-1-ynes have been accomplished with IPrAuOTf and PtCl2/CO to yield 3-en-1-ones and 2-en-1-ones efficiently; our experimental data indicates that the sizes of catalysts play an important role. This journa

Regioselectivity switch achieved in the palladium catalyzed α-arylation of enones by employing the modified Kuwajima-Urabe conditions

A new regioselective approach to the synthesis of α-aryl enones is reported. This represents an important application of the Kuwajima-Urabe protocol toward the synthesis of this simple albeit complex functional array. Several α-aryl enones were synthesized by the palladium catalyzed arylation of triethylsilylenol ethers of enones with high regioselectivity and broad scope, utilizing sterically encumbered electron-rich phosphine ligands to drive the reaction.

Synthesis of 13C-dehydrocoelenterazine and NMR studies on the bioluminescence of a Symplectoteuthis model

The bioluminescence of luminous squid (Symplectoteuthis oualaniensis) is presumed to be initiated by the addition of the sulfhydryl residue of a photoprotein to dehydrocoelenterazine (DCL). To clarify this step, a novel synthetic route was established to label DCL with 13C. Dithiothreitol (DTT) and glutathione (GSH) were used as photoprotein models. The addition of DTT and GSH to 13C-labeled DCL gave luminous chromophores. Its structures were confirmed by NMR and MS spectrometry. The DTT adduct emitted light under alkaline condition to produce an oxidized compound. Thus we succeeded in modeling the bioluminescence of a photoprotein with DTT. (C) 2000 Elsevier Science Ltd.