36378-98-0

Basic information

• Product Name: S-(dimethylamino)-S-phenyl(trans-2-phenyleth-1-enyl)oxosulfonium fluoroborate
• Synonyms: S-(dimethylamino)-S-phenyl(trans-2-phenyleth-1-enyl)oxosulfonium fluoroborate
• CAS NO: 36378-98-0
• Molecular Weight: 359.196
• Mol File: 36378-98-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: S-(dimethylamino)-S-phenyl(trans-2-phenyleth-1-enyl)oxosulfonium fluoroborate(CAS DataBase Reference)
• NIST Chemistry Reference: S-(dimethylamino)-S-phenyl(trans-2-phenyleth-1-enyl)oxosulfonium fluoroborate(36378-98-0)
• EPA Substance Registry System: S-(dimethylamino)-S-phenyl(trans-2-phenyleth-1-enyl)oxosulfonium fluoroborate(36378-98-0)

Safety Data

• Hazardous Substances Data: 36378-98-0(Hazardous Substances Data)

Upstream product

• 420-37-1 trimethoxonium tetrafluoroborate 
• 147600-83-7 (+)-(E)-{2-[(S)-N-methyl-S-phenylsulfonimidoyl]ethenyl}benzene 

Downstream Products

• 60239-09-0 3-methyl-4-phenylisoxazoline 2-oxide 
• 57832-52-7 1-methyl-1-nitro-2-phenylcyclopropane 
• 72174-83-5 1-phenyl-1-(2-phenylcyclopropyl)-N,N-dimethylmethaniminium fluoroborate 
• 39626-45-4 ethyl 1-benzoyl-2-phenylcyclopropanecarboxylate 
• 34878-89-2 ethyl 4,5-dihydro-2,4-diphenyl-3-furancarboxylate 
• 13189-30-5 1-phenylspiro<2.4>hepta-4,6-diene 
• 72174-88-0 1-ethyl-1-nitro-2-phenylcyclopropane 
• 72174-87-9 3-ethyl-4-phenylisoxazoline 2-oxide 
• 72174-79-9 1-(1,1-dimethyl-2-phenylethyl)-2-phenylaziridine 
• 117040-43-4 3,3,4-triphenyldihydrofuran-2(3H)-one 
• 5635-42-7 3,4-diphenyldihydrofuran-2(3H)-one 

Relevant articles and documents

S-Ethenylsulfoximine Derivatives. Reagents for Ethylenation of Protic Nucleophiles

The preparation of S-vinyl and S-(2-substituted)ethenyl derivatives of sulfoximines is described.Vinyl-, (2-phenylethenyl)-, (2,2-diphenylethenyl)-, (2-methyl-1-propenyl)-, (dimethylamino)phenyloxosulfonium fluoroborates were found to undergo an addition-elimination reaction sequence with protic nitrogen and carbon nucleophiles, resulting in ethylenation of the nucleophile and N,N-dimethylbenzenesulfinamide.Primary amines gave aziridines, enamines gave cyclopropyl derivatives of iminium salts or pyrrolidinium salts, anions of active methylene compounds gave dihydrofurans and/or cyclopropanes, and anions of nitroalkanes gave cyclic nitronic esters and/or nitrocyclopropanes.In several cases vinyl salts were generated in situ from β-methoxyoxosulfonium salts.Treatment of (-)-(S)-dimethylamino)phenyl(trans-2-phenylethenyl)oxosulfonium fluoroborate with methyl cyanoacetate in methanol containing sodium methoxide gave, in 81percent yield, (+)-(1S,2R)-methyl 1-cyano-2-phenylcyclopropanecarboxylate of 25.5percent optical purity.The same salt upon treatment with methyl nitroacetate gave, in 95percent yield, methyl 4-phenyl-3-isoxazolinecarboxylate 2-oxide with 33percent enantiomeric excess.Cyclopropanes were formed upon treatment of S-methyl-S-(trans-2-phenylethenyl)-N-(p-tolylsulfonyl)sulfoximine with anions of active methylene compounds.