38865-40-6

Upstream product

• 1826-67-1 vinyl magnesium bromide 
• 90-02-8 salicylaldehyde 
• 3536-96-7 vinylmagnesium chloride 
• 89-95-2 2-methyl-benzyl alcohol 
• 75-01-4 chloroethylene 
• 95-56-7 2-hydroxybromobenzene 
• 107-02-8 acrolein 
• 116585-12-7 2-((tert-butyldimethylsilyl)oxy)benzaldehyde 

Downstream Products

• 131470-36-5 5-(2'-hydroxyphenyl)tetrahydrofuran-2-ol 
• 1429629-00-4 (E)-2-(3-azidoprop-1-en-1-yl)phenol 
• 1429629-11-7 trimethyl((2-(1-(trimethylsilyl)oxy)allyl)phenoxy)silane 
• 1447608-60-7 2-[2-(1-hydroxyprop-2-en-1-yl)phenoxy]acetonitrile 

Relevant academic research and scientific papers

Graphene Oxide Promotes Site-Selective Allylic Alkylation of Thiophenes with Alcohols

The graphene oxide (GO) assisted allylic alkylation of thiophenes with alcohols is presented. Mild reaction conditions and a low GO loading enabled the isolation of a range of densely functionalized thienyl and bithienyl compounds in moderate to high yields (up to 90%). The cooperative action of the Br?nsted acidity, epoxide moieties, and π-surface of the 2D-promoter is highlighted as crucial in the reaction course of the present Friedel-Crafts-type protocol.

Expanding the scope of the Babler–Dauben oxidation: 1,3-oxidative transposition of secondary allylic alcohols

We report the catalytic chromium-mediated oxidation of secondary allylic alcohols to give α,β-unsaturated aldehydes with exclusive (E)-stereoselectivity. This facile procedure employs catalytic PCC (5?mol?%) and periodic acid (H5IO6) as a co-oxidant. This transformation occurs specifically with aromatic substituted allyl alcohols containing both electron withdrawing and electron donating substituents as well as a range of functional groups.

2H-chromenes generated by an iron(III) complex-catalyzed allylic cyclization

A straightforward method based on an iron(III) complex-catalyzed cyclization of 2-(1-hydroxyallyl)phenols is reported to access a large variety of 2H-chromenes. This method was applied to the total synthesis of a natural product, tephrowatsin B.

Oxygen as single oxidant for two steps: Base-free one-pot Pd(ii)-catalyzed alcohol oxidation & arylation to halogen-intact β-aryl α,β-enones

Using oxygen as the sole oxidant for two steps, we developed a new method to synthesize β-aryl α,β-enones by fine-tuning the Pd(ii)-catalyzed oxidation of allyl alcohol to subsequent arylation with arylboronic acids, arylboronic ester and aryltrifluoroborate salt. This one-pot green method does not require copper salt, base, and intermediate isolation. Halogen-bearing chalcones, dibenzylideneacetones and arylalkyl enones were synthesized in good yields. This journal is

Iridium-catalyzed hydrogen transfer: Synthesis of substituted benzofurans, benzothiophenes, and indoles from benzyl alcohols

An iridium-catalyzed hydrogen transfer has been developed in the presence of p-benzoquinone, allowing the synthesis of a diversity of substituted benzofurans, benzothiophenes, and indoles from substituted benzylic alcohols.

A catalytic approach for the synthesis of allylic azides from aryl vinyl carbinols

A metal-free and catalytic approach for the preparation of allylic azides starting from aryl vinyl carbinols is described herein.

Ligated regioselective PdII catalysis to access β-aryl-bearing aldehydes, ketones, and β-keto esters

By employing ligands in the PdII-mediated arylative isomerization of allyl alcohols, a milder and regioselective access to the versatile building blocks β-aryl aldehydes and ketones was developed. This new and chelation-controlled protocol enabled the compatibility of wide range of functionalities to generate dihydrochalcones, α-benzyl-α′- alkyl acetones, dihydrocinnamaldehydes, and α-benzyl β-keto esters (from Baylis-Hillman adducts). A practical multigram synthesis of an intermediate for Propafenone was also demonstrated. Copyright

A highly adaptable catalyst/substrate system for the synthesis of substituted chromenes

The gold(i)-catalyzed endo-cyclization of o-(1-hydroxyallyl)phenols to form chromenes is reported. The title compounds are prepared in high yield from readily available substrates. The system tolerates both electron rich and deficient aryl rings and a high degree of substitution on the allyl moiety.

Structure-activity relationships of 1′S-1′-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages

1′S-1′-Acetoxychavicol acetate from the rhizomes of Alpinia galanga inhibited nitric oxide (NO) production in lipopolysaccharide-activated mouse peritoneal macrophages with an IC50 value of 2.3 μM. To clarify the structure-activity relationship of 1′S-1′- acetoxychavicol acetate, various natural and synthetic phenylpropanoids and synthetic phenylbutanoids were examined, and the following structural requirements were clarified. (1) The para or ortho substitution of the acetoxyl and 1-acetoxypropenyl groups at the benzene ring was essential. (2) The S configuration of the 1′-acetoxyl group was preferable. (3) The presence of the 3-methoxyl group and disappearance of the 2′-3′ double bond by hydrogenation reduced the activity. (4) The substitution of acetyl groups with propionyl or methyl groups reduced the activity. (5) Lengthening of the carbon chain between the 1′- and 2′-positions reduced the activity.