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Based on the provided abstracts, (((1E,3E)-penta-1,3-dien-1-yl)sulfonyl)benzene is an α,β,γ,δ-unsaturated sulfone that serves as a substrate in regio- and stereoselective conjugate addition reactions, such as iron-catalyzed δ-addition of aryl-Grignard reagents or copper-catalyzed 1,6-conjugate addition of aza-heterocycles, yielding functionalized sulfonyl compounds with high selectivity. These transformations enable the synthesis of complex structures like cis-4-aryl-2-alkenyl sulfones or allylic amines, which are valuable intermediates for further derivatization, including intramolecular Friedel-Crafts reactions to form dihydronaphthalenes.

80283-63-2

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80283-63-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 80283-63-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,0,2,8 and 3 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 80283-63:
(7*8)+(6*0)+(5*2)+(4*8)+(3*3)+(2*6)+(1*3)=122
122 % 10 = 2
So 80283-63-2 is a valid CAS Registry Number.

80283-63-2Relevant academic research and scientific papers

Iron-catalyzed regio- and stereoselective conjugate addition of aryl-grignard reagents to α,β,γ,δ-unsaturated sulfones and its synthetic application

Hata, Takeshi,Nakada, Takuya,Oh, Yun Taek,Hirone, Naoki,Urabe, Hirokazu

, p. 1736 - 1740 (2013)

The iron-catalyzed δ-addition of aryl-Grignard reagents to α,β,γ,δ-unsaturated sulfones proceeded in a regio- and stereoselective manner to give cis-4-aryl-2-alkenyl sulfones. Allylic alkylation of the resultant products was performed without isomerization of the cis-olefin to give cis-4-aryl-1,1-dialkyl-2-alkenyl sulfones, which upon intramolecular Friedel-Crafts reaction with aluminum chloride gave 1,4-dihydronaphthalenes having a quaternary carbon center. Copyright

Copper-Catalyzed Regio- and Stereoselective 1,6-Conjugate Addition of Aza-Heterocycles to 1-Sulfonyl-1,3-dienes

Park, Subin,Lee, Hanseul,Lee, Yunmi

, p. 572 - 584 (2020)

An efficient and straightforward method for the synthesis of new and versatile sulfonyl-functionalized allylic amines through the selective copper-catalyzed aza-1,6-conjugate addition of heterocycles or arylamines to 1,4-disubstituted-1,3-dienyl sulfones has been developed. This catalytic process is promoted by a combination of an easily prepared and sterically demanding N-heterocyclic carbene-based copper complex and KOt-Bu under mild reaction conditions to provide a broad range of (E)-allylic amines with excellent regio- and stereoselectivities. (Figure presented.).

SYNTHESES WITH SULFONES XLV: STEREOSELECTIVE PREPARATION OF 1- BENZENESULFONYL-1,3-DIENES

Cuvigny, T.,Penhoat, C. Herve du,Julia, M.

, p. 5321 - 5328 (2007/10/02)

The stereoselective preparation of EE 1-benzenesulfonyl-1,3-dienes is described.Michael addition and Diels-Alder cycloaddition of these compounds are reported.

Synthesis of α,β-γ,δ-unsaturated sulfones and sulfoxides via the Horner-Emmons reaction

Jong, B. E. de,Koning, H. de,Huisman, H. O.

, p. 410 - 414 (2007/10/02)

α,β-γ,δ-Unsaturated sulfones and sulfoxides have been prepared via the Horner-Emmons reaction of α,β-unsaturated carbonyl compounds with α-phosphoryl sulfones and sulfoxides.

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