28995-75-7

Usage

Uses

Used in Organic Chemistry:
(1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone is employed as a synthetic intermediate for the creation of complex organic molecules, capitalizing on its distinctive structural features, including the iodine atom and the double bond.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, (1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone is used as a building block for the development of novel pharmaceutical compounds. Its unique properties and reactivity contribute to the design and synthesis of potential drug candidates.
Used in Biotechnology:
(1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone also finds application in biotechnology, where it may be utilized in the synthesis of bioactive molecules or as a component in the development of new biotechnological processes.
Used in Material Science:
Within the field of material science, (1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone is used as a component in the synthesis of advanced materials, potentially contributing to the creation of new materials with specialized properties.
Further research and studies are essential to fully explore the potential applications and benefits of (1E)-2-iodohex-1-en-1-yl 4-methylphenyl sulfone across various industries, given its unique structural attributes and reactivity.

Upstream product

• 1950-78-3 p-toluenesulfonyl iodide 
• 693-02-7 hex-1-yne 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Downstream Products

• 122471-88-9 1-tosyl-2-hexyne 
• 108895-67-6 1-(p-tolylsulfonyl)-1-hexyne 
• 105235-57-2 (Z)-1-tosyl-1-hexene 
• 142572-53-0 6-tosyl-7-(tosylmethyl)-6-undecen-4-yne 
• 142572-60-9 (E)-2-methylamino-1-tosyl-1-hexene 
• 142572-61-0 (Z)-2-methylamino-1-tosyl-1-hexene 
• 90633-60-6 1-[((E)-Hex-2-ene)-1-sulfonyl]-4-methyl-benzene 
• 105235-59-4 (Z)-2-hexenyl p-tolyl sulfone 
• 142572-69-8 (E)-2-(1-pyrrolidinyl)-1-tosyl-1-hexene 
• 58202-58-7 (Z)-2-methyl-1-p-tolylsulfonyl-1-hexene 
• 58202-59-8 1-[(2-butyl-1-hexenyl)sulfonyl]-4-methyl-benzene 
• 58202-63-4 (E)-1-p-Toluolsulfonyl-2-(2-phenylethinyl)-1-hexen 

Relevant academic research and scientific papers

Iodosulfonylation of Alkynes under Ultrasound Irradiation

(E)-Iodo vinylsulfones are synthesized under ultrasound irradiation using alkynes, sulfonyl hydrazides, potassium iodide and hydrogen peroxide. The key features of this protocol are the speed and efficiency of the reactions, which afford good to excellent

Electrochemical Induced Regio- and Stereoselective Difunctionalization of Alkynes: The Synthesis of (E)-β-Iodovinyl Sulfones

An efficient, green, and oxidant-free electrochemical method for alkyne difunctionalization was described. Using undivided electrochemical cell for iodosulfonylation of alkynes with commercially available iodide radical (NaI), arylsulfonyl radical (ArSOs

Solvent-Driven Mono- and Bis-sulfenylation of (E)-β-Iodovinyl Sulfones with Thiols for Flexible Synthesis of 1,2-Thiosulfonylalkenes and 1,2-Dithioalkenes

The nature of solvent is a key factor for stereoselective mono- and bis-thiolation of (E)-β-iodovinyl sulfones with thiols under basic conditions. A novel and unprecedented vicinal bisthiolation of (E)-β-iodovinyl sulfones with thiols under the influence of K2CO3/DMSO at room temperature for quick assembly of (E)-1,2-dithio-1-alkenes is presented. Solvent-induced stereoselective monosulfenylation of (E)-β-iodovinyl sulfones with thiols has also been established for the synthesis of both (E)- and (Z)-1,2-thiosulfonylethenes in MeCN and MeOH, respectively. Moreover, K2CO3-mediated desulfonylative-sulfenylation of (Z)-1,2-thiosulfonylethenes with thiols in DMSO furnished unsymmetrical (Z)-1,2-dithio-1-alkenes for the first time. The solvent-dependent versatile reactivity of (E)-β-iodovinyl sulfones has been successfully explored to provide a set of (E)-/(Z)-1,2-dithio-1-alkenes and (E)-/(Z)-1,2-thiosulfonyl-1-alkenes in good to high yields with excellent stereoselectivities. Notably, this operationally simple process utilizes a broad substrate scope with good functional group tolerance and compatibility. The efficacy of the process has been proven for gram-scale reactions, and plausible mechanistic models are outlined on the basis of experimental results and control experiments.

Pd-Catalyzed Annulation of β-Iodovinyl Sulfones with 2-Halophenols: A General Route for the Synthesis of 3-Sulfonyl Benzofuran Derivatives

The palladium-catalyzed annulation between β-iodovinyl sulfones and 2-halophenols or 1-bromo-2-naphthol or 2-bromo-3-pyridinol is presented. The annulation process involving oxa-Michael addition-elimination and intramolecular Heck reaction leading to form

Unprecedented Reactivity of β-Iodovinyl Sulfones: An Efficient Synthesis of β-Keto Sulfones and β-Keto Thiosulfones

An unprecedented reactivity of (E)-β-iodovinyl sulfones in the presence of NaOAc is reported. The (E)-β-iodovinyl sulfones were treated with NaOAc in DMSO/H2O to yield β-keto sulfones in moderate to high yields. A novel oxidative difunctionalization of β-iodovinyl sulfones with thiosulfonates and NaOAc in DMF has been developed. This metal-free oxosulfenylation is an operationally simple to access a wide range of β-keto thiosulfones (α-thioaryl-β-keto sulfones) in moderate to high yields. The transformations were reliable at gram-scale, thus illustrating its efficiency and practicality. A plausible mechanism for the protocol is also proposed.

Synthesis of (: E)-β-iodo vinylsulfones via iodine-promoted iodosulfonylation of alkynes with sodium sulfinates in an aqueous medium at room temperature

An efficient molecular iodine-promoted method for the synthesis of (E)-β-iodo vinylsulfones using water as the solvent at room temperature has been developed. This green reaction is fast, operationally simple, environmentally benign and, especially, proceeds under very mild conditions to afford the target products with high regio- and stereoselectivity.

Reactions of (E)-2-Iodo-1-tosyl-1-alkenes as Useful Synthetic Intermediates

(E)-2-Iodo-1-tosyl-1-alkenes readily available by iodosulfonization of 1-alkynes were found to be useful synthons for the regio- and/or stereoselective preparation of 1-tosyl-1-alkynes, 1-tosyl-2-alkynes, (Z)-vinyl and (Z)-allyl sulfones, β-tosyl enamines

Regio- and Stereoselective Synthesis of (E)- and (Z)-Allylsulfones from Aldehydes and Alkynes

Several (E)- and (Z)-1-p-toluenesulfonyl(=tosyl)-2-alkenes, allylsulfones, were regio- and stereoselectively prepared from aldehydes and alkynes, respectively, in good yields by application of the results of our previous investigation on "syn-effect" and

Regio- and Stereoselective Synthesis of (E)- and (Z)-Vinylic Sulfones and Their Conversion to the Corresponding Allylic Sulfones

(E)- and (Z)-vinilyc sulfones were prepared regio- and stereoselectively from 1-alkenes or 1-alkynes in high yields via iodosulfonization in AcOEt-H2O.The vinylic sulfones thus prepared were converted to the corresponding allylic sulfones by treatment wit