76653-18-4

Upstream product

• 2547-61-7 Trichloromethanesulfonyl chloride 
• 14135-71-8 1-phenyl-2-propyl-4-toluenesulfonate 
• 2114-39-8 (2-bromopropyl)-benzene 
• 98-59-9 p-toluenesulfonyl chloride 
• 76653-17-3 sodium 1-phenyl-2-propanesulfonate 

Downstream Products

• 76653-01-5 1-phenyl-2-propanesulfonyl azide 

Relevant academic research and scientific papers

Aspects stereochimiques des reactions des complexes alkylcobaloximes avec des composes organiques soufres et selenies

The stereochemistry of the alkyl group transfer reaction between alkylcobaloximes and various sulfur and selenium derivatives has been studied using (1-(2)H1)-1-phenyl-2-propyl(pyridine)cobaloxime of threo configuration.With this complex, the steric course of substitution reactions occuring at the carbon atom bonded to cobalt can be followed conveniently by NMR spectroscopy: this complex reacts with (C6H5S)2, (C6H5Se)2, 2,4-(NO2)2C6H3SCl, C6H5SeCl and CCl3SO2Cl with racemisation.The mechanistic implications of these result are discussed.

The Decomposition of β-Phenethylsulfonyl Azides. Solution Chemistry and Flash Vacuum Pyrolysis

The intramolecular cyclization of the parent title compound and a number of para-substituted derivatives (1) in solution was found to take place in low yield and to be accompanied by products of intermolecular reactions, namely, C-H insertion (4) and hydrogen abstraction (3).The use of an excess of a relatively inert solvent Freon 113 led to a better yield of the desired 3,4-dihydro-2,1-benzothiazine 2,2-dioxides (2).Flash vacuum pyrolysis (FVP) of 1 at 250-300 deg C also gave some 2, but the use of higher temperatures led to the formation of styrenes (8), indolines (9), indoles (10), sulfur dioxide, and the remarkable transformation products, the 4-substituted 6,7-dihydro-5H-1-pyrindines (7), in good yield.The styrenes result from the elimination of HN3 and SO2 from the azides, and indolines are formed in good yield by FVP of 2 at 650 deg C.The dihydropyrindines are not obtained from 2, and β-phenethynitrene is not a source of any of the above observed products.A mechanism is proposed for the formation of 7 from β-arylethylsulfonylnitrenes.Consistent with the mechanism is the observation that both 1- and 2-phenylpropanesulfonyl azide give a mixture of 6- and 7-methyl-6,7-dihydro-5H-1-pyrindines in the same ratio on FVP at 650 deg C.Thermolysis of 1a in benzene at 100 deg C gives an N-sulfonylazepine derivative.The FVP of 1 and 2 at 650 deg C are preparative routes to 7 and 9, respectively.