85143-33-5

Upstream product

• 85143-10-8 4-(4-Methoxy-phenyl)-5-phenylsulfanyl-[1,2,3]selenadiazole 
• 33675-41-1 1-bromo-2-(4-methoxyphenyl)acetylene 
• 108-98-5 thiophenol 
• 882-33-7 diphenyldisulfane 
• 768-60-5 4-methoxyphenylacetylen 
• 84384-30-5 4-(4-methoxyphenyl)-2-methyl-3-butyn-2-ol 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 40027-93-8 C₁₆H₁₇N₃O₂S 

Downstream Products

• 1352281-04-9 1-((E)-1-(4-methoxyphenyl)buta-1,3-dien-2-ylsulfonyl) benzene 
• 1352281-06-1 (E)-4-(4-methoxyphenyl)-3-(phenylsulfonyl)but-3-enenitrile 
• 1352281-09-4 1-((E)-2-(4-methoxyphenyl)but-1-en-3-yn-1-ylsulfonyl)benzene 
• 1352281-16-3 N-((Z)-1-(4-methoxyphenyl)-2-(phenylsulfonyl)vinyl)propan-2-amine 
• 1352281-17-4 N-((Z)-1-(4-methoxyphenyl)-2-(phenylsulfonyl)vinyl)cyclohexanamine 
• 1352281-18-5 1-((Z)-2-(4-methoxyphenyl)-2-(phenylthio)vinylsulfonyl)benzene 
• 27918-37-2 1-(4-methoxyphenyl)-2-(phenylsulfonyl)ethanone 
• 2749-94-2 1-methoxy-4-(prop-1-yn-1-yl)benzene 
• 69520-13-4 1-((E)-1-(4-methoxyphenyl)prop-1-en-2-ylsulfonyl)benzene 
• 126613-16-9 1-(benzenesulfonyl)-2-(p-methoxyphenyl)acetylene 

Relevant academic research and scientific papers

Ru-Catalyzed [3 + 2] Cycloaddition of Nitrile Oxides and Electron-Rich Alkynes with Reversed Regioselectivity

Polarity reversal ("umpolung") of a functional group can override its inherent reactivity and lead to distinct bond-forming modes. Herein we describe a rarely studied cycloaddition between nitrile oxides and electron-rich alkynes with reversed regioselect

Radical-mediated sulfonyl alkynylation, allylation, and cyanation of propellane

Bicyclo[1.1.1]pentane (BCP) is widely applied as the bioisostere for aryl, internal alkynes, andtert-butyl groups in medicinal chemistry. We herein disclose an efficient and practical preparation of sulfonyl alkynyl/allyl/cyano-substituted BCP derivatives

General Cu-Catalyzed Csp-S Coupling

Copper-catalyzed cross-coupling of thiols and bromoalkynes affords a mild, rapid, and selective Csp-S coupling with broad scope, enabling the use of aryl-, alkyl-, and silyl-substituted alkynyl coupling partners (38 total examples, 50-99percent yields). Importantly, the method enables the preparation of difficult-to-access bis-heteroatom-functionalized (S,S-, S,P-, and S,N-) alkynes.

Rhodium(I)-Catalyzed Regioselective Azide-internal Alkynyl Trifluoromethyl Sulfide Cycloaddition and Azide-internal Thioalkyne Cycloaddition under Mild Conditions

A regioselective method to access fully substituted 5-trifluoromethylthio-1,2,3-triazoles and 5-thio-1,2,3-triazoles from the internal alkynyl trifluoromethyl sulfides and internal thioalkynes by a rhodium(I)-catalyzed azide-alkyne cycloaddition (RhAAC) reaction under mild conditions has been developed. This approach features good compatibility with water and air, a broad substrate scope, good functional group tolerance, high yields and excellent regioselectivities. The high 1,5-regioselectivities were controlled by the strong coordination between the sulfur atom and the π-acidic rhodium. The advantages of this method further include its applicability to gram-scale preparation, the use of solid-phase synthesis technique, and the mutually orthogonal CuAAC-RhAAC reaction. (Figure presented.).

Copper-catalyzed regioselective synthesis of (E)-β-fluorovinyl sulfones

Organofluorine compounds are finding increasing application in a variety of fields such as pharmaceutical, agrochemical, and material sciences. However, given the scarcity of fluorine-containing natural products, advancement in this area depends almost entirely on the development of new synthetic methodologies. In this article, we present the synthesis of a series of previously undescribed (E)-β-fluorovinyl sulfones via a simple copper-catalyzed addition of hydrogen fluoride to alkynyl sulfone starting materials in varying yields and E/Z selectivities. The hydrogenation of these products was also explored and compared with the hydrogenation of the related Z isomers. These new products may find interesting applications, given the versatility of vinyl sulfones in chemical synthesis and the unique properties of vinyl fluorides in biological settings.

A Highly Regio- and Stereoselective Syntheses of α-Halo Enamides, Vinyl Thioethers, and Vinyl Ethers with Aqueous Hydrogen Halide in Two-Phase Systems

A metal-free regio- and stereoselective method is achieved for the preparation of (E)-configured α-halo enamides, vinyl thioethers, and vinyl ethers using aqueous HX (X = F, Cl, Br, I), which features high functional group compatibility and regio- and stereoselectivity, mild conditions, high efficiency, and rapid transformation. Additionally, the isomers could be yielded readily from the (E)-configured α-halo enamides via photocatalysis or under Sonogashira coupling conditions.

Regiodivergent Rhodium(I)-Catalyzed Azide-Alkyne Cycloaddition (RhAAC) to Access Either Fully Substituted Sulfonyl-1,2,3-triazoles under Mild Conditions

A regiodivergent Rh(I)-catalyzed azide-alkyne cycloaddition (RhAAC) was developed for the synthesis of both fully substituted 4-sulfonyl-1,2,3-triazoles and 5-sulfonyl-1,2,3-triazoles in high regioselectivities and yields under mild conditions in one step

Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles

Non-oxidative, regioselective, and convergent access to densely functionalized oxazoles is realized in a functional-group tolerant manner using alkynyl thioethers. Sulfur-terminated alkynes provide access to reactivity previously requiring strong donor-substituted alkynes such as ynamides. Sulfur does not act in an analogous donor fashion in this gold-catalyzed reaction, thus leading to complementary regioselective outcomes and addressing the limitations of using ynamides.

A heterogeneous copper(I)-catalyzed aerobic oxidative cross-dehydrogenative coupling of terminal alkynes with thiols leading to alkynyl sulfides

A heterogeneous copper-catalyzed direct oxidative cross-dehydrogenative coupling of terminal alkynes with thiols was achieved in DMSO at 70 °C in the presence of an MCM-41-supported bidentate nitrogen copper(I) complex [MCM-41-2N-CuCl] and K2CO

Lewis acid-promoted hydrofluorination of alkynyl sulfides to generate α-fluorovinyl thioethers

A new method for the preparation of α-fluorovinyl thioethers is reported which involves the hydrofluorination of alkynyl sulfides with 3HF·Et3N, a process that requires Lewis acid activation using BF3·Et2O and TiF4/s