137595-05-2

Upstream product

• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 7440-66-6 zinc 

Downstream Products

• 20599-39-7 4-Diethylamino-3-phenylbut-1-en 
• 57217-18-2 C₂₁H₂₂ 
• 57217-17-1 C₂₁H₂₂ 
• 63125-57-5 C₂₁H₂₂ 
• 21855-27-6 4-Methylamino-1,4-diphenyl-buten-⁽¹⁾ 
• 79801-99-3 1-(1-phenylpropen-2-yl)cyclohexane-1-ol 
• 79802-00-9 1-cinnamylcyclohexanol 
• 79802-03-2 4-tert-Butyl-1-((E)-3-phenyl-allyl)-cyclohexanol 
• 79802-04-3 4-tert-Butyl-1-((E)-3-phenyl-allyl)-cyclohexanol 
• 79802-01-0 4-tert-Butyl-1-(1-phenyl-allyl)-cyclohexanol 
• 79802-02-1 4-tert-Butyl-1-(1-phenyl-allyl)-cyclohexanol 
• 39065-20-8 7-(3-Phenylhept-1-enyl)diethylamin 
• 1356617-59-8 2-phenyl-2-(1-phenylallyl)oxirane 
• 1356617-86-1 2-(4-bromophenyl)-2-(1-phenylallyl)oxirane 

Relevant academic research and scientific papers

Zinc-Mediated C-3 α-Prenylation of Isatins with Prenyl Bromide: Access to 3-Prenyl-3-hydroxy-2-oxindoles and Its Application

A convenient and highly α-regioselective strategy for the synthesis of 3-prenyl-3-hydroxy-2-oxindoles has been developed starting from isatins and prenylzinc with good to excellent yields. This protocol provides a straightforward and practical way to introduce an α-prenyl moiety into the C-3 position of isatins. The advantages of this reaction are use of the cheap and readily available reagents, operational simplicity, and wide substrate scope. Furthermore, this transformation was applied to the synthesis of several oxindole-containing natural products, which further demonstrated the synthetic utility of this methodology.

Highly γ-Regioselective 1,2-Addition of α,β-Unsaturated Oxime Ethers with Allylzinc Bromides: A Straightforward Approach for the Synthesis of Homoallylic Amines

A highly regioselective reaction between allylzinc bromide reagents and α,β-unsaturated oxime ethers for the one-step synthesis of the homoallylic amines is reported. This process is a regioselective 1,2-addition reaction providing a new γ-position with carbon-carbon bond formation. Furthermore, the reaction substrates are widely applicable and can be produced in a high yield.

Protecting-Group-Free Synthesis of 3-Amino-3-α-prenyl-oxindoles through the Direct Prenylation of Isatin-Derived Imines

A zinc-mediated α-selective prenylation of isatin-derived imine using prenyl bromide as the prenyl source in a sealed tube has been developed. The protocol enables an efficient access to various 3-amino-3-α-prenyl-oxindoles from cheap and readily available chemicals in good to excellent yields. The obtained prenylated adduct can be further manipulated to other more complicated derivatives through cyclization or oxidation, which demonstrated the synthetic usefulness of this methodology. Additionally, we demonstrated that this zinc-mediated methodology is also applicable to cinnamylation and geranylation.

Efficient synthetic method for the preparation of allyl- and propargyl-epoxides by allylation and propargylation of α-haloketones with organozinc reagents

A simple, efficient, and non-metal catalyzed synthetic method for the preparation of substituted allyl- and propargyl-epoxides by allylation and propargylation of α-halo ketones with organozinc reagents in mild conditions is reported in this paper. The present method complements the existing synthetic methods due to some advantageous properties of the organozinc reagents such as availability, selectivity, operational simplicity and low toxicity.