312329-75-2

Upstream product

• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 
• 72773-04-7 N-formylbenzotriazole 
• 98-59-9 p-toluenesulfonyl chloride 
• 64-18-6 formic acid 
• 312329-89-8 N-allyl-N-(2,2-dibromovinyl)-4-methyl-benzenesulfonamide 

Downstream Products

• 312329-80-9 N-prop-2-en-1-yl-N-(2,2-dichlorovinyl)-4-methylbenzenesulfonamide 
• 312329-89-8 N-allyl-N-(2,2-dibromovinyl)-4-methyl-benzenesulfonamide 
• 1239945-53-9 N-allyl-N-(prop-1-yn-1-yl)-4-methylbenzenesulfonamide 
• 1433140-56-7 3-tosyl-3-aza-bicyclo[3.1.0]hexan-2-one 
• 1433140-81-8 1-acetyl-3-tosyl-3-aza-bicyclo[3.1.0]hexan-2-one 
• 1433141-31-1 C₂₄H₂₃NO₃S₂ 
• 1433139-18-4 ethyl 3-((N-allyl-4-methylphenyl)sulfonamido)propiolate 
• 312329-85-4 N-ethynyl-4-methyl-N-2-propan-1-yl-benzenesulfonamide 
• 349458-90-8 N-allyl-4-methyl-N-[(E)-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-propenyl]-4-benzenesulfonamide 
• 349458-87-3 N-allyl-4-methyl-N-[(E)-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-vinyl]-4-benzenesulfonamide 

Relevant academic research and scientific papers

Cs2CO3-Mediated Vicinal Thiosulfonylation of 1,1-Dibromo-1-Alkenes with Thiosulfonates: An Expedient Synthesis of (E)-1,2-Thiosulfonylethenes

A new and highly efficient vicinal thiosulfonylation of 1,1-dibromo-1-alkenes with thiosulfonates in the presence of cesium carbonate has been developed. The metal-free diheterofunctionalization is an operationally simple to access a wide range of (E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields with high levels of stereoselectivities. Further, scalable reactions have been demonstrated for this transformation, thus illustrating its efficiency and practicality. (Figure presented.).

Efficient and Flexible Synthesis of Highly Functionalised 4-Aminooxazoles by a Gold-Catalysed Intermolecular Formal [3+2] Dipolar Cycloaddition

Oxazoles are important motifs within bioactive and functional materials. Complex, fully substituted and functionalised 4-aminooxazoles are accessed by an efficient intermolecular reaction between an ynamide and an N-acylpyridinium N-aminide in the presence of a gold catalyst. The formal [3+2] dipolar cycloaddition employs a nucleophilic nitrenoid approach to access the 1,3-N,O-dipole character in a controllable fashion. The selectivity for a cycloaddition pathway provides a stark contrast against the indiscriminate reactivity of electrophilic acyl nitrenes. Protocols for the formation of acyl-functionalised aminides are reported from accessible precursors including carboxylic esters and acids. The function of these aminides in the oxazole-forming reaction has been explored and it is shown that substantial elaboration is accommodated despite proximity to the reactive centre. As a result functional oxazole-based motifs, such as chiral oxazoles with biologically pertinent substitution patterns, are readily accessible. The use of ynamide types that are unexplored or little used in gold catalysis has been evaluated. Unusual all-heteroatom substitution patterns around the oxazole are shown to be accessible using thio-ynamides. The study shows that a close stoichiometry of reactants is suitable alongside relatively low loadings of the bench-stable precatalysts in practically straightforward multi-mmol scale reactions. The efficiency and flexibility of this regioselective intermolecular preparation is demonstrated in the ready synthesis of oxazoles with substantial structural and functional group variation.

Synthesis of 3-aza-bicyclo[3.1.0]hexan-2-one derivatives via gold-catalyzed oxidative cyclopropanation of N -allylynamides

N-Allylynamides with various functional groups and different substitution patterns can be converted into 3-aza-bicyclo[3.1.0]hexan-2-one derivatives in moderate to high yield using IMesAuCl/AgBF4 as the catalyst and pyridine N-oxide as the oxidant. A noncarbene mediated approach is proposed as the mechanism.

Synthesis of ynamides from formamides

N-Formyl-tosylamides can be efficiently converted to N-ethynyl-tosylamides in two steps via the corresponding dichlorovinylamides.

Stereoselective synthesis of alcohols. Part LV. Domino hydroformylation-allylboration-hydroformylation reactions to give trans-perhydropyrano[3,2-b] pyridine derivatives

N-Allyl-(E)-γ-aminoallyl boronates 8 and 18, when subjected to hydroformylation conditions, enter into a domino hydroformylation-allylboration-hydroformylation reaction cascade to generate the bicyclic N,O-heterocycles 12 and 20. On reaction of the methal

Synthesis of ynamides and ynol ethers via formamides and formates

The efficient conversion of N-formyl-tosylamides to N-ethynyl-tosylamides via the corresponding dichlorovinylamides is described. Furthermore syntheses of N-formyl-tosylamides are reported.