84589-40-2Relevant academic research and scientific papers
1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU)-promoted efficient and versatile aza-Michael addition
Yeom, Chang-Eun,Kim, Mi Jeong,Kim, B. Moon
, p. 904 - 909 (2007)
A convenient and versatile method was developed for aza-Michael addition using a substoichiometric amount of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Various nitrogen nucleophiles were efficiently introduced to α,β-unsaturated carbonyl compounds employing 0.5 equiv of DBU. Furthermore, other heteroatomic nucleophiles could also be introduced successfully under the same reaction conditions.
Facile approach to natural or non-natural amino acid derivatives: Me 3SiCl-promoted coupling reaction of organozinc compounds with N,O-acetals
Sakai, Norio,Asano, Junichi,Kawada, Yuki,Konakahara, Takeo
experimental part, p. 917 - 922 (2009/07/17)
We have developed a Me3SiCl-promoted coupling reaction of aryl- and alkylzinc compounds, in-situ generated either by transmetalation of the corresponding organometallic reagents or by insertion of zinc metal into organic halides, with several N
Functionalized cyclobutenes via multicomponent thermal [2 + 2] cycloaddition reactions
Sheldrake, Helen M.,Wallace, Timothy W.,Wilson, Craig P.
, p. 4233 - 4236 (2007/10/03)
(Chemical Equation Presented) Enamine [2 + 2] cycloadditions can be achieved in useful yields simply by stirring a mixture of an aldehyde, diethylamine, a dialkyl fumarate, and potassium carbonate in acetonitrile at 25°C, conditions that are compatible with the presence of a potential leaving group on the β-position of the intermediate enamine. Methylation and elimination of the product cyclobutanes completes a mild nonphotochemical route to functionalized cyclobutenes.
REACTIVIDAD DE ENAMINAS TERCIARIAS DE DERIVADOS CICLICOS Y DE CADENA ABIERTA DEL ACIDO 3,4-DIOXOBUTANOICO
Ancos, B. de,Farina, F.,Maestro, M. C.,Martin, M. R.
, p. 132 - 141 (2007/10/02)
Enaminoester 1a and enaminofuranone 2 with iodomethane, 2-chloro-1,3-dithiane and phenyldiazonium tetrafluoroborate afford the products resulting from electrophilic attack on the C-α to the carbonyl group.However, acyl chlorides with 1a yield O-acylated products.The above reactives and 1a give the corresponding products of enamino group hydrolysis.Enamines 1a and 1b react with dichlorocarbene, generated in phase transfer conditions, to yield chlorofuranones 17a and 17b dimethoxyacetamides 18a and 18b . p-Nitrophenylazide affords 1,2,3-triazol 20 in good yield by reaction with enaminoester 2; but when reacts with 2 gives in small amount the azoderivative 21.It is noteworthy that in the above cycloaddition reactions, the open-chained enaminoester 1a is much more reactive than the enaminofuranone 2.Palabras clave: Enaminoester, enaminolactona, alquilacion, acilacion, cicloadicion, diclorocarbeno, triazol.
