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일반 설명
4-Pentynoic acid undergoes copper-catalyzed intramolecular cyclizations to form enol lactones. It also reacts with 1-bromo-1-alkynes in the presence of a Pd catalyst to yield biologically active ynenol lactones.
애플리케이션
4-Pentynoic acid was used:
- as building block for the synthesis of library of eight sequence-defined model oligomers
- in one-pot synthesis of the complex polycyclic heterocycles benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolinone derivatives
- in the synthesis of various allenenols lactones [5(E)-(2-allenylidene)-tetrahydro-2-furanones]
- in the synthesis of a cyctotoxic macrolide by ring-closing metathesis of a bis acetylene
신호어
Danger
유해 및 위험 성명서
Hazard Classifications
Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
개인 보호 장비
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
이미 열람한 고객
Palladium-catalyzed synthesis of new unsaturated exo-enol lactones with potential biological activity.
Tetrahedron Letters, 34(19), 3129-3130 (1993)
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The Journal of organic chemistry, 72(26), 10247-10250 (2007-11-30)
Alkynoic acids, in particular, 4-pentynoic acid derivatives, undergo intramolecular cyclizations to enol lactones under reaction conditions typically applied for the Cu(I)-catalyzed cycloaddition of terminal alkynes and azides (click chemistry). Starting from appropriate alkynoic acid derivatives, either enol lactones or 1,2,3-triazole
Tetrahedron Letters, 33, 2811-2811 (1992)
The Journal of organic chemistry, 78(9), 4312-4318 (2013-04-06)
An efficient and facile Au(I)/Ag(I)-catalyzed cascade method has been developed for one-pot synthesis of the complex polycyclic heterocycles benzo[4,5]imidazo[1,2-c]pyrrolo[1,2-a]quinazolinone derivatives through treatment of the substituted 2-(1H-benzo[d]imidazol-2-yl)anilines with 4-pentynoic acid or 5-hexynoic acid. The strategy features a Au(I)/Ag(I)-catalyzed one-pot cascade process
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