86299-73-2

Upstream product

• 86299-67-4 4-tert-Butyl-2-ethyl-6-phenyl-4H-1,4-oxaphosphorin-4-oxid 
• 86299-91-4 di(1-butynyl)-tert-butylphosphane 
• 86299-61-8 4-(1-Butinyl)-4-tert-butyl-2-ethyl-6-phenyl-4H-1,4-oxaphosphorin-4-ium-bromid 

Downstream Products

• 86299-79-8 4-Methyl-3-phenyl-λ³-phosphorin 
• 86299-92-5 5-Methyl-3-phenyl-λ³-phosphorin 
• 86299-95-8 1-tert-Butyl-1-chloro-3-methyl-5-phenyl-1λ⁵-phosphinine 
• 86299-85-6 1-tert-Butyl-1-chloro-4-methyl-3-phenyl-1λ⁵-phosphinine 
• 90543-89-8 1-tert-Butyl-1,6-dihydro-4-methyl-5-phenyl-3(2H)-phosphorinon 
• 90543-96-7 1-tert-Butyl-4-methyl-3,5-diphenyl-1,2-dihydro-phosphinine 
• 90543-92-3 1-tert-Butyl-5-butyl-1,2-dihydro-4-methyl-3-phenylphosphorin 
• 90543-97-8 4-Methyl-3,5-diphenyl-λ³-phosphorin 

Relevant academic research and scientific papers

Synthesis of 3,4- and 3,5-Disubstituted λ3- and λ5-Phosphorines from 5-Aryl-1-tert-butyl-1,6-dihydro-4-methyl-3(2H)-phosphorinone 1-Oxides

Starting from di(1-butynyl)-tert-butylphosphane (4) by reaction with aryl(bromomethyl)ketones the 4-(1-butynyl)-4-tert-butyl-2-ethyl-6-R-4H-1,4-oxaphosphorin-4-ium bromides 5 are formed.By alkaline degradation 5 give the 4-tert-butyl-2-ethyl-6-R-4H-1,4-oxaphosphorine 4-oxides 6.Treatment of 6 with refluxing ethanolic hydrochloric acid induces ether cleavagefollowed by aldol condensation to give the 5-aryl-1-tert-butyl-1,6-dihydro-4-methyl-3(2H)-phosphorinone 1-oxides (7).Reduction of 7 with silicochloroform leads to the 3-aryl-1-tert-butyl-1-chloro-4-methyl-λ5-phodphorins 8, which are thermolyzed at 250 - 270 deg C to give the 3-aryl-4-methyl-λ3-phosphorins 9 in good yields.During the reaction of 7 with silicochloroform 1,2-migration of the methyl group occurs to some extent - depending on the nature of the aryl group - and the 3-aryl-1-tert-butyl-1-chloro-5-methyl-λ5-phosphorins 12 are formed, which are thermolyzed to give the corresponding 3-aryl-5-methyl-λ3-phosphorins 10. - The 1H NMR, 13C NMR, 31P NMR, IR, UV, and mass spectra are discussed.