4569-36-2

Upstream product

• 41809-55-6 1-But-3-enyl-2-chloro-cyclohexane 
• 5962-88-9 5-cyclohexylvaleric acid 
• 35166-78-0 cyclohexylmethyl magnesium bromide 
• 106-95-6 allyl bromide 
• 346713-20-0 allylsamarium bromide 
• 2043-61-0 cyclohexanecarbaldehyde 
• 591-87-7 Allyl acetate 
• 85390-90-5 cyclohexanecarboxaldehyde hydrazone 
• 107-05-1 3-chloroprop-1-ene 
• 118597-24-3 2-(4-iodobutyl)-1,5-hexadiene 

Downstream Products

• 1678-93-9 butylcyclohexane 
• 104-51-8 1-butylbenzene 

Relevant academic research and scientific papers

Umpolung of Carbonyl Groups as Alkyl Organometallic Reagent Surrogates for Palladium-Catalyzed Allylic Alkylation

Palladium-catalyzed allylic alkylation of nonstabilized carbon nucleophiles is difficult and remains a major challenge. Reported here is a highly chemo- and regioselective direct palladium-catalyzed C-allylation of hydrazones, generated from carbonyls, as a source of umpolung unstabilized alkyl carbanions and surrogates of alkyl organometallic reagents. Contrary to classical allylation techniques, this umpolung reaction utilizes hydrazones prepared not only from aryl aldehydes but also from alkyl aldehydes and ketones as renewable feedstocks. This strategy complements the palladium-catalyzed coupling of unstabilized nucleophiles with allylic electrophiles by providing an efficient and selective catalytic alternative to the traditional use of highly reactive alkyl organometallic reagents.

Copper-Catalyzed Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling

We present a strategy that difunctionalizes unactivated olefins in 1,2-positions with two carbon-based entities. This method utilizes alkyl/arylzinc reagents derived from olefin-tethered alkyl/aryl halides that undergo radical cyclization to generate C(sp3)-Cu complexes in situ, which are intercepted with aryl and heteroaryl iodides. A variety of (arylmethyl)carbo- and heterocycles (N, O) can be synthesized with this new method.

Dual role of allylsamarium bromide as a Grignard reagent and a single electron transfer reagent in the one-pot synthesis of terminal olefins

The utility of allylsamarium bromide, both as a nucleophilic reagent and a single-electron transfer reagent, in the reaction of carbonyl compounds with allylsamarium bromide in the presence of diethyl phosphate is reported in this communication. From a synthetic point of view, a simple one-pot method for the preparation of terminal olefins is developed.

Precise isomerization polymerization of alkenylcyclohexanes: Stereoregular polymers containing six-membered rings along the polymer chain

Pd and Ni diimine complexes catalyze the isomerization polymerization of alkenylcyclohexanes to afford polymers composed of alternating trans-cyclohexane-1,4-diyl rings and oligomethylene spacers with high selectivity. The melting points of the polymers vary from 130 to 226 °C depending on length of the oligomethylene spacer.

Efficient iridium-catalyzed decarbonylation reaction of aliphatic carboxylic acids leading to internal or terminal alkenes

Vaska's complex, IrCl(CO)(PPh3)2, when combined with KI as an additive, served as an excellent catalyst for the decarbonylation of long-chain aliphatic carboxylic acids to give internal alkenes with high selectivity. On combination with KI and Ac2O as additives under controlled temperatures, decarbonylation proceeded to give terminal alkenes with high selectivity.

PhLi-initiated cycloisomerization of unsaturated organoiodides: Mechanism of the isomerization of olefinic primary alkyl iodides

Evidence is presented indicating that the PhLi-initiated cycloisomerization of olefinic primary alkyl iodides involves a radical- mediated atom transfer process that had previously been implicated in the isomerization of secondary and tertiary substrates.

FORMATION OF SOME BICYCLIC SYSTEMS BY RADICAL RING-CLOSURE

The rates and stereochemistry of ring closure of the radicals (2), (9), (10), and (16) have been determined and rationalised.