Propargylic Amines (propargylic + amine)

Distribution by Scientific Domains


Selected Abstracts


Rhodium- and Palladium-Catalyzed Hydroarylation of Propargylic Amines with Arylboronic Acids

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 2-3 2010
Antonio Arcadi
Abstract The hydroarylation of 3-arylprop-2-yn-1-amine derivatives with arylboronic acids has been studied in the presence of rhodium or palladium catalysts. By using a rhodium-based catalytic system, ,,,-diarylallylamines were isolated in good yields. By contrast, the formation of the regiosomeric ,,,-diarylallylamines was achieved by means of a palladium catalyst in the presence of acetic acid. The complementary regioselectivity displayed by these two processes is a consequence of different catalytic cycles, involving respectively carborhodation or hydropalladation of the coordinated alkyne as key steps. Calculated charge distributions in the ,-complexes are in accord with the results obtained. [source]


Conventional Tetrakis(triphenylphosphine)palladium-Copper(I) Iodide-Catalyzed Sonogashira Coupling of Free and BOC- Protected Propargylic Amines "On Water"

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 11-12 2009
Bartomeu Soberats
Abstract Alkynylation of aryl iodides with propargylic amines has been achieved by means of a Sonogashira coupling using "on water" methods. The use of less than 0.2,mol% of tetrakis(triphenylphosphine)palladium [Pd(PPh3)4] and 1.5,mol% copper(I) iodide [CuI] in the presence of diisopropylethylamine (DIPEA) allows the coupling to proceed at 95,°C yielding moderate to good yields of mono-, bis-, and tris-aminoalkynylbenzene derivatives. [source]


ChemInform Abstract: Copper(I)-Catalyzed Substitution Reactions of Propargylic Amines: Importance of C(sp),C(sp3) Bond Cleavage in Generation of Iminium Intermediates.

CHEMINFORM, Issue 33 2010
Tsuyuka Sugiishi
Abstract Substitution reactions of propargylic amines using various secondary amines proceed in the presence of a copper(I) catalyst. [source]


ChemInform Abstract: Conventional Tetrakis(triphenylphosphine)palladium-Copper(I) Iodide-Catalyzed Sonogashira Coupling of Free and BOC-Protected Propargylic Amines "On Water".

CHEMINFORM, Issue 1 2010
Bartomeu Soberats
Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a "Full Text" option. The original article is trackable via the "References" option. [source]


PdCl2 -Catalyzed Efficient Transformation of Propargylic Amines to (E)-,-Chloroalkylidene-,-lactams.

CHEMINFORM, Issue 34 2005
Shengming Ma
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Semiconductor-Gold Nanocomposite Catalysts for the Efficient Three-Component Coupling of Aldehyde, Amine and Alkyne in Water

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 17 2009
Leng Leng Chng
Abstract An efficient heterogeneous lead sulfide-gold catalyst has been successfully developed for the synthesis of propargylic amines via a three-component coupling reaction of aldehyde, amine and alkyne in water. The process is simple and applicable to a diverse range of aromatic and aliphatic aldehydes, amines and alkynes. Furthermore, the catalyst is stable to air and water, and can be easily recovered and reused. [source]


Conventional Tetrakis(triphenylphosphine)palladium-Copper(I) Iodide-Catalyzed Sonogashira Coupling of Free and BOC- Protected Propargylic Amines "On Water"

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 11-12 2009
Bartomeu Soberats
Abstract Alkynylation of aryl iodides with propargylic amines has been achieved by means of a Sonogashira coupling using "on water" methods. The use of less than 0.2,mol% of tetrakis(triphenylphosphine)palladium [Pd(PPh3)4] and 1.5,mol% copper(I) iodide [CuI] in the presence of diisopropylethylamine (DIPEA) allows the coupling to proceed at 95,°C yielding moderate to good yields of mono-, bis-, and tris-aminoalkynylbenzene derivatives. [source]


Synthesis of Trisubstituted Pyrroles from Rhodium-Catalyzed Alkyne Head-to-Tail Dimerization and Subsequent Gold- Catalyzed Cyclization

ADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 9 2009
Hong Mei Peng
Abstract Dimerization of N -protected propargylic amines in a rather rare head-to-tail mode has been achieved under mild conditions with high selectivity using rhodium catalysts. The N -protecting group could be a sulfonyl, carbamate, or carbonyl functionality and (cyclooctadiene)rhodium chloride dimer/1,1,-bis(diphenylphosphino)ferrocene {[Rh(COD)Cl]2/dppf} as well as tris(triphenylphosphine)rhodium chloride [Rh(PPh3)3Cl] proved to be active catalysts. In addition, these functionalized gem -enynes subsequently undergo selective gold(III)-catalyzed intramolecular hydroamination to give trisubstituted pyrroles under mild conditions. [source]


ChemInform Abstract: Copper(I)-Catalyzed Substitution Reactions of Propargylic Amines: Importance of C(sp),C(sp3) Bond Cleavage in Generation of Iminium Intermediates.

CHEMINFORM, Issue 33 2010
Tsuyuka Sugiishi
Abstract Substitution reactions of propargylic amines using various secondary amines proceed in the presence of a copper(I) catalyst. [source]