7714-33-2

Upstream product

• 13886-81-2 5-phenyl-1,3-oxathiol-2-one 
• 74-88-4 methyl iodide 
• 35315-26-5 2-Methylsulfanyl-1-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-ethanone 
• 624-92-0 Dimethyldisulphide 
• 536-74-3 phenylacetylene 
• 117408-54-5 Methylthio(phenoxy)acetonitrile 
• 2863-40-3 2-methylsulphinyl-1-phenylethanol 
• 4440-01-1 lithium phenylacetylide 
• 53646-00-7 4-phenyl-5-chloro-1,2,3-thiadiazole 
• 98-88-4 benzoyl chloride 
• 4973-66-4 methyl thiotosylate 
• 13146-23-1 copper(I) phenylacetylenide 
• 25445-77-6 4-phenyl-1,2,3-thiadiazole 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 22950-86-3 1-<(Z)-1-methyl-2-methylsulfanyl-1-ethenyl>benzene 
• 59507-59-4 methyl 3,3-diphenyl-2-(methylthio)dithioacrylate 
• 130613-06-8 (E)-2,5-Diphenyl-1-(methylthio)-1-penten-3-ol 
• 109458-98-2 8-Chloro-1-methyl-7-methylsulfanyl-6-phenyl-bicyclo[3.2.1]oct-6-ene 
• 5925-74-6 S-methyl 2-phenylethanethioate 
• 24378-05-0 methyl phenylethynyl sulfone 
• 132899-35-5 ((E)-2-Chloro-1-iodo-2-methylsulfanyl-vinyl)-benzene 
• 132899-37-7 (E)-(1-bromo-2-iodo-2-phenylvinyl)(methyl)sulfane 
• 132899-38-8 ((E)-1,2-Diiodo-2-methylsulfanyl-vinyl)-benzene 
• 91914-77-1 E-β-chloro-β-(methylthio)styrene 
• 91914-78-2 Z-β-chloro-β-(methylthio)styrene 
• 132899-29-7 Acetic acid (Z)-2-iodo-1-methylsulfanyl-2-phenyl-vinyl ester 
• 121712-32-1 4-chloro-3,3-dimethyl-2-methylthio-1-phenylcyclopentene 
• 19916-60-0 Acetic acid (Z)-2-methylsulfanyl-1-phenyl-vinyl ester 

Relevant academic research and scientific papers

Insertion of alkynes into diterpenoid chromium aminocarbenes: Synthesis of ring-C aromatic steroidal analogues

The insertion of alkyl- or aryl-substituted alkynes into chromium aminocarbenes derived from podocarpic acid gives good to excellent yields of cyclopentaannulated products. The presence of a heteroatom bonded directly to the alkyne lowers the yield of the indanones. Although no steroidal derivatives could be isolated from the use of acetylene or its synthons, the electron-deficient alkyne ethyl 4,4-dimethylpentyn-2-oate gave a good yield, as did ethynylferrocene. Novel diterpenoid ferrocenyl quinones were synthesised by reacting diterpenoid chromium alkoxycarbenes with ethynylferrocene.

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

One-pot synthesis of alkynylthiocyanates by phase-transfer reagent

Thiocyano-group widely exist in natural products and drug structures. A novel one-pot synthesis of alkynylthiocyanates from terminal alkynes, [hydroxy(tosyloxy)iodo]benzene and potassium thiocyanate by phase-transfer reagent involving the hypervalent iodine intermediates in transition metal-free conditions was developed. The internal alkynylthiocyanates could be used to synthesize some important compounds such as 5-thiocyanato-1,2,3-triazoles and (Z)-α-thiocyanato-vinyl trifluoromethanesulfonate.

Synthesis of 2 H-Chromenes via Unexpected [4 + 2] Annulation of Alkynyl Thioethers with o-Hydroxybenzyl Alcohols

A novel Br?nsted acid-catalyzed reaction of alkynyl thioethers with o-hydroxybenzyl alcohols via an unexpected formal [4 + 2] annulation has been developed. This metal-free protocol leads to the facile and practical synthesis of valuable polysubstituted 2

Synthesis of Alkynyl Sulfides by Copper-Catalyzed Thiolation of Terminal Alkynes Using Thiosulfonates

A mild and odorless copper-catalyzed thiolation of terminal alkynes with thiosulfonates is described. The broad substrate scope provides convenient access to a wide variety of sulfur-containing heterocycles. In particular, divergent benzoheteroles are efficiently prepared in a simple manner by thiolation of ethynylbenzenes bearing ortho-nucleophilic functional groups followed by iodocyclization.

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.).

Accessing the Rare Diazacyclobutene Motif

A formal [2 + 2] cycloaddition of 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD) with electron-rich alkynyl sulfides and selenides is described. These investigations provide a convenient method to access diazacyclobutenes in good yield while tolerating a rela

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

Investigations on Gold-Catalyzed Thioalkyne Activation Toward Facile Synthesis of Ketene Dithioacetals

Nucleophilic addition to thioalkynes was investigated under various catalytic conditions with gold(I) complexes being identified as the optimal catalysts. Structural evaluation of the product revealed an unexpected cis-addition, arising from a gold-associated thioketene intermediate. Based on this interesting mechanistic insight, a gold(I)-catalyzed thioether addition to thioalkynes was developed as a novel approach to prepare ketene dithioacetals with good yields and high efficiency.