27259-10-5

Upstream product

• 628-71-7 1-Heptyne 
• 98-88-4 benzoyl chloride 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 15719-56-9 1-heptynyltrimethylsilane 
• 1074-12-0 phenylglyoxal hydrate 
• 98-86-2 acetophenone 
• 66-25-1 hexanal 
• 100-52-7 benzaldehyde 
• 62059-58-9 1-hydroxy-1-phenyl-2-octyne 
• 65-85-0 benzoic acid 
• 100-47-0 benzonitrile 
• 1469991-26-1 1-phenyloct-2-yn-1-imine 
• 62-53-3 aniline 

Downstream Products

• 142395-80-0 2-butyl-3-(4-chlorobenzoyl)-5-phenylfuran 
• 142395-79-7 2-butyl-3-(4-methylbenzoyl)-5-phenylfuran 
• 110-43-0 n-pentyl methyl ketone 
• 98-86-2 acetophenone 
• 65-85-0 benzoic acid 
• 142-62-1 hexanoic acid 
• 110-21-4 hydrazodicarboxamide 
• 1104393-72-7 (Z)-3-(dimethyl-(2,3,4,5,6-pentafluorobenzyl)silyl)-1-phenyloct-2-en-1-one 
• 22089-86-7 Phenyl-1,2-heptanedione 

Relevant academic research and scientific papers

A NOVEL METHOD FOR THE SYNTHESIS OF ALKYNYL KETONES - A REACTION OF ALKYNYL BORANES WITH AMIDES

Alkynyl ketones are synthesized in high yields by the reaction of alkynyl boranes and amides under a mild reaction condition.

Synthesis of 2-isoxazolyl-2,3-dihydrobenzofuransviapalladium-catalyzed cascade cyclization of alkenyl ethers

A novel palladium-catalyzed cascade cyclization reaction of alkenyl ethers with alkynyl oxime ethers for the construction of poly-heterocyclic scaffolds has been developed, in which the electron-rich alkene moiety functions as a three-atom unit, simultaneously dealing well with the coordination and regioselectivity of electron-rich olefins under metal catalysis. The strategy features excellent regio- and chemoselectivities as well as good functional group tolerance. Moreover, the newly formed 2-isoxazolyl-2,3-dihydrobenzofuran products can be further transformed to diverse complex heterocycles, demonstrating their potential applications in organic synthesis and medicinal chemistry.

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Herein we report the conversion of 4-Acyl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This mild reaction condition allows wider functionality tolerance that includes halides, carboxylates, or alkenes. The synthetic utility of this methodology is further demonstrated by the late-stage modification of complex molecules.

Robust alkyl-bridged bis(N-heterocyclic carbene)palladium(II) complexes anchored on Merrifield's resin as active catalysts for the selective synthesis of flavones and alkynones

Highly active and efficient propylene-bridged bis(N-heterocyclic carbene)palladium(II) complexes covalently anchored on Merrifield's resin were synthesized and characterized using various physical and spectroscopic techniques. The two anchored Pd(II) complexes consist of the system: Merrifield's resin-linker-bis(NHC)Pd(II), the linkers being benzyl and benzyl-O-(CH2)3 for (Pd-NHC1@M) and (Pd-NHC2@M), respectively. The short linker anchored bis-benzimidazolium ligand precursor (PBBI-1@M) was synthesized via direct carbon–nitrogen alkylation of a propylene-bridged bis(benzimidazole) (PBBI-1) by Merrifield's resin chlorobenzyl group. The longer linker anchored bis-benzimidazolium ligand precursor (PBBI-2@M) was obtained in a two-step reaction involving first alkylation of (PBBI-1) with 3-chloro-1-propanol followed by a nucleophilic substitution at Merrifield's resin chlorobenzyl group. Both supported ligand precursors (PBBI-1@M and PBBI-2@M) reacted with palladium acetate to produce the two heterogeneous catalysts (Pd-NHC1@M) and (Pd-NHC2@M). 13C NMR palladation shift of the benzimidazole N–C–N (C2) carbon was found very similar in both the liquid NMR spectra of the homogeneous complexes and the CP/MASS spectra of the corresponding covalently anchored complexes. The catalytic activity, stability, and the recycling ability of the supported catalysts have been investigated in the carbonylative Sonogashira coupling reactions of aryl iodides with aryl alkynes and alkyl alkynes and also in the cyclocarbonylative Sonogashira coupling reactions of aryl iodides with aryl alkynes via one pot reactions. The longer linker catalyst Pd-NHC2@M demonstrated excellent catalytic activity, stability, and very high recycling ability in the two carbonylative coupling reactions. These systems exhibit the hypothesized thermodynamic stability offered by the chelate effect in addition to the strong sigma donor ability of a bis(NHC) ligand system generating electron-rich palladium centers that favor the oxidative addition step of the aryl halide.

Metal-Free Oxidative [5+1] Cyclization of 1,5-Enynes for the Synthesis of Pyrazine 1-Oxide

A chemo-selective nitrosylation of 1,5-enynes via a sequence of NO radical incorporation and intramolecular radical cyclization was reported. The formation of two C?N bonds and one C?O bond make this [5+1] cycloaddition reaction an efficient approach to synthesize pyrazine 1-oxides in moderate to good yields. Metal-free, short reaction time and mild conditions render this strategy more practical, eco-friendly and convenient. Synthetic utility of this protocol is highlighted by scaffolds diversification. (Figure presented.).

Palladium(II) on 4 ? Molecular Sieves: A Simple and Reusable Catalyst for the Preparation of Ynones

Abstract: Pd2+ on 4?? molecular sieves support has been prepared and investigated. The catalyst has successfully been used in the reaction of acyl chlorides and terminal alkynes yielding ynones. The catalyst can be reused without significant lo

Synthesis of C4-alkynylisoxazoles: Via a Pd-catalyzed Sonogashira cross-coupling reaction

A Pd-catalyzed Sonogashira cross-coupling reaction for the synthesis of C4-alkynylisoxazoles from 3,5-disubsitituted-4-iodoisoxazoles and terminal alkynes was described, which could afford the corresponding products with high yield (up to 98%). The result

Palladium-Catalyzed Cascade Annulation/Allylation of Alkynyl Oxime Ethers with Allyl Halides: Rapid Access to Fully Substituted Isoxazoles

A novel and efficient approach for the synthesis of functionalized isoxazoles via palladium-catalyzed cascade annulation/allylation of alkynyl oxime ethers with allyl halides has been established. The present protocol exhibits mild reaction conditions, good functional group compatibility, and convenient operation. Moreover, scalability was performed and further decoration of the isoxazole product was achieved.

Complementary regioselective synthesis of 3,5-disubstituted isoxazoles from ynones

Two regioselective synthetic routes towards 3,5-disubstituted isoxazoles from ynones are reported. One route takes place via first converting the ynones to ynone O-methyl oximes, followed by a palladium-catalyzed intramolecular cyclization. The other invo

Synthesis of novel 3-[(1-glycosyl-1H-1,2,3-triazol-4-yl)- methylamino]ket-2-en-1-ones

[Figure not available: see fulltext.] Nine 3-[(1-β-D-ribofuranosyl- and 3-[(1-β-D-glucopyranosyl-1H-1,2,3-triazol-4-yl)methylamino]ket-2-en-1-ones have been synthesized by copper-catalyzed azide–alkyne cycloaddition (CuAAC) reaction between propargylamine