110210-22-5

Upstream product

• 2788-86-5 4-Chlorostyrene oxide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 4251-65-4 (4-chlorophenyl)acetaldehyde 
• 110210-16-7 (E)-1-chloro-4-(1-iodo-2-p-toluenesulfonylvinyl)benzene 
• 873-73-4 4-n-chlorophenylacetylene 
• 1950-78-3 p-toluenesulfonyl iodide 
• 75230-50-1 p-chloroacetophenone tosylhydrazone 
• 99-91-2 para-chloroacetophenone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 

Relevant academic research and scientific papers

Copper(II) Acetate Mediated Synthesis of 3-Sulfonyl-2-aryl-2 H -chromenes

This paper describes a concise, easy-operation, high-yielding method for the synthesis of 3-sulfonyl-2-aryl-2 H -chromenes by a one-pot, straightforward two-step synthetic route, which includes (i) Cu(OAc) 2 /PyBOP-mediated intermolecular [4+2] annulation of substituted salicylic acids with β-sulfonylstyrenes in the presence of DMAP in refluxing DMF, and (ii) sequential O -alkylation of the resulting sulfonylflavanones with n -butyl bromide. A plausible mechanism is proposed and discussed. This protocol provides a highly effective annulation via one carbon-oxygen (C-O) and one carbon-carbon (C-C) bond formations.

Copper-catalyzed radical reaction of N -tosylhydrazones: Stereoselective synthesis of (E)-vinyl sulfones

A new chemistry of hydrazines that is a copper-catalyzed radical reaction to synthesize vinyl sulfones from readily available N-tosylhydrazones has been described. The protocol provides a novel strategy for the synthesis of various vinyl sulfones including α, β-disubstituted ones and terminal ones. The advantages of the transformation include excellent E stereoselectivity, broad substrate scope, low cost of reagents, and convenient operation. A novel and efficient one-pot synthesis of alkynes from N-tosylhydrazones has been achieved. The studies provide important complementary approaches for the syntheses of vinyl sulfones and alkynes.

A one-pot regioselective synthetic route to vinyl sulfones from terminal epoxides in aqueous media

A highly efficient LiBr catalysed regioselective synthesis of vinyl sulfones from readily available terminal epoxides and sodium sulfinates in a one-pot procedure using water as a reaction medium is reported. The protocol is adorned with several attributes of green chemistry like recycling of the catalyst, atom-economy and an aqueous medium.

Addition of Arenesulphonyl Iodides to Substituted Phenylacetylenes

The products of the addition of toluene-p-sulphonyl iodide to substituted phenylacetylenes (and styrenes) are studied.The regiospecificity and stereoselectivity of trans addition to acetylenes is inferred from (1)H n.m.r. spectroscopy.The effect of substituents on the reactivity of substituted phenylacetylenes towards substituted beenzenesulphonyl radicals generated by photolysis of sulphonyl iodides is studied.Phenylacetylenes with electron-donating substituents react faster.Relative reactivities yield good Hammet-Brown correlations showing the electrophilic character of sulphonyl radicals towards phenylacetylenes.The selectivity of the addition (measured by ρ) of different sulphonyl radicals towards the same set of acetylenes ranges from -0.53 to -0.93 and shows a tendency to be smaller for benzenesulphonyl iodides carrying electron donating substituents.Results are discussed in terms of polar effects on the transition state and frontier molecular orbital theory.