873961-36-5

Upstream product

• 5390-04-5 pent-1-yn-5-ol 
• 696-62-8 para-iodoanisole 
• 107-02-8 acrolein 
• 768-60-5 4-methoxyphenylacetylen 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 
• 154477-03-9 5-(4'-methoxyphenyl)-4-pentyn-1-ol 

Downstream Products

• 1366543-64-7 1-(hex-5-en-1-yn-1-yl)-4-methoxybenzene 
• 1383451-82-8 4-(4-methoxyphenyl)-3-(3-methylene-6-oxoheptyl)cyclohex-3-enone 
• 77037-07-1 2-(4-methoxyphenyl)-2-cyclopenten-1-one 

Relevant academic research and scientific papers

Palladium-catalysed atom-economical synthesis of conjugated dienals from terminal acetylenes and acrolein

Conjugated (E,E)-dienals are versatile synthetic intermediates owing to their trifunctional, electrophilic nature and the prevalence of the (E,E)-diene in a wide range of functional molecules. It is shown herein that (E,E)-dienals can be readily prepared

Palladium-catalyzed 1,4-addition of terminal alkynes to acrolein

Abstract A Pd(OAc)2-PMe3 catalyzed 1,4-addition of terminal alkynes to acrolein has been developed with an environmentally conscious methodology on water. The reaction conditions were optimized to favor 1,4-addition over acrolein polymerization. The scope of the reaction was explored as well as its performance in acetone. A wide variety of 4-alkynals were obtained in moderate to good yields, thus showing the versatility of this reaction.

Synthesis of bicyclic N,N-enaminals by cyclization of alk-4-ynals with aliphatic diamines in DMSO upon treatment with KOH

A cyclization of alk-4-ynals with aliphatic diamines in DMSO upon treatment with KOH was found to lead to bicyclic N,N-enaminals. The studies of this reaction showed that 1,3-diaminopropane and N-methyl-1,3-diaminopropane gave (E)-6-(arylmethylidene)octahydropyrrolo[1,2-a]pyrimidines in 45 - 78% yields, whereas 1,2-diaminoethane gave 5-(arylmethylidene)hexahydropyrrolo[1,2-a] imidazoles as mixtures of E- and Z-isomers in up to 75% total yield. The mechanism of these new cascade cyclization reactions includes formation of the equilibrium mixtures of imines and cyclic aminals with subsequent intramolecular hydroamination of the triple bond having considerable ionic character.

Double-and triple-cobalt catalysis in multicomponent reactions

The combination of different types of cobalt-catalyzed transformations in one-pot procedures is described. One of the key building blocks, a boron-functionalized isoprene derivative (boroprene), led to the realization of four-component reaction sequences comprising the cobalt-catalyzed Diels-Alder and a 1,4-hydrovinylation reaction. Eventually, a reaction sequence including a cobalt-catalyzed Diels-Alder reaction, a cobalt-catalyzed 1,4-hydrovinylation, an allylboration, and a cobalt-catalyzed Alder-ene reaction led to a five-component one-pot reaction sequence in which five carbon-carbon bonds were formed in excellent regio-and diastereoselectivity to generate complex products in good overall yields.

Multidirectional cobalt-catalyzed diels-alder/1,4-hydrovinylation sequences

The combination of two powerful cobalt-catalyzed carbon-carbon bond forming transformations, namely, the Diels-Alder and the 1,4-hydrovinylation reaction, in a tandem or a sequential one-pot procedure, opened up a concise and efficient route to polysubstituted aromatic systems and cyclohex-3-enone derivatives. Furthermore, ozonolysis of the latter products led to polycarbonyl compounds with tailored carbonyl group distances which could be characterized via their respective BF2-borinane complexes. The cobalt catalysts tolerated several functional groups, and a flexible approach to polyfunctionalized compounds in concise fashion was described.

8-Endo selective Friedel-Crafts cyclization of vinyloxiranes with Co2(CO)6-complexed acetylene

An 8-endo selective Friedel-Crafts cyclization of vinyloxirane 8 with Co2(CO)6-complexed benzeneacetylene was found to give poly-functional eight-membered cyclic compound 9 in high yields.

The Photo-Dehydro-Diels-Alder (PDDA) reaction - A powerful method for the preparation of biaryls

The photochemically initiated dehydro-Diels-Alder (PDDA) reaction is an efficient and versatile method for the preparation of biaryls. The ring closure may take place both inter- and intramolecularly, of which the intramolecular variant is more productive

The photo-dehydro-diels-alder reaction: An efficient route to naphthalenes

The photo-dehydro-Diels-Alder reaction (PDDA), a new photochemical route to naphthalenes is presented. The [4+2] cycloaddition takes place between 3-arylynones and arylacetylenes. in which these moieties may be located in two molecules (intermolecular PDD

Rhodium-catalyzed regio- and enantioselective intermolecular [4+2] carbocyclization of 4-alkynals with N,N-dialkyl acrylamides

(Chemical Equation Presented) Selective rings: A cationic Rh I-(R,R)-walphos complex catalyzes a highly regio-and enantioselective intermolecular [4+2] carbocyclization of 4-alkynals with N,N-dialkyl acrylamides to afford enantioenriched cyclohexanones (see scheme; cod = cycloocta-1,5-diene). This new route is attractive in view of the one-step access to 4-alkynals from commercially available reagents.

Novel pesticides, preparation and use

The specification describes and claims methods of controlling acarine pests by application of a compound of Formula (I), methods of controlling arthropod pests by application of a compound of Formula (IA), compounds of Formula (IA) per se, pesticidal compositions comprising a compound of Formula (IA), and processes for preparing a compound of Formula (IA).