108592-78-5

Upstream product

• 78129-68-7 2,2-dimethylpropylidynephosphine 
• 2397-26-4 N,N-dimethyl(chlorophenylmethylene)ammonium chloride 
• 70310-50-8 t-butylchloromethylenedimethylammonium chloride 
• 16965-72-3 dimethyl α-diazobenzylphosphonate 
• 108592-93-4 3-tert-Butyl-1-(diphenylphosphoryl)-5-phenyl-1H-1,2,4-diazaphosphol 
• 108592-91-2 (3-tert-Butyl-5-phenyl-1H-1,2,4-diazaphosphol-1-yl)phosphonsaeure-dimethylester 
• 108592-83-2 1-Benzoyl-3-tert-butyl-5-phenyl-1H-1,2,4-diazaphosphol 
• 108592-82-1 1-Acetyl-3-tert-butyl-5-phenyl-1H-1,2,4-diazaphosphol 
• 908094-04-2 phenyldiazomethane 

Downstream Products

• 108592-96-7 3-tert-Butyl-1-methyl-5-phenyl-1H-1,2,4-diazaphosphol 

Relevant academic research and scientific papers

Improved Synthesis of Asymmetrical Substituted 1 H-1,2,4-Diazaphospholes

The reaction of tris(trimethylsilyl)phosphine and a mixture of two different N,N-dimethylalkylamides (1a,b), followed by the treatment with dry hydrazine in situ, resulted in seven asymmetrical 3,5-disubstituted 1H-1,2,4-diazaphospholes (3a-g). Compounds

Phosphorus Compounds with Unusual Coordination, 19. - 1,2,4-Diazaphospholes by Cycloaddition of Diazo Compounds onto a Stable Phosphaalkyne

Diazomethyl compounds (2a-h) add regiospecifically onto the phosphaalkyne 1 to the adducts 3 which isomerize by spontaneous H-shift to the 1,2,4-diazaphospholes 4a-h.Onty at the reaction 2i+1 the H-shift is suppressed in favour of a trimethylsilyl migration (->6i).Also at the addition of α-diazo ketones 7a-e onto 1 the primary adducts 8 cannot be isolated as they isomerize by fast acyl-shift to N-acceptor-substituted diazaphospholes (9a-e).In the case of 7a-c parallel to that formation of isomers (11a-c) can be demonstrated.The corresponding reaction sequence of the phosphaalkyne 1 with cyclic α-diazo ketones (12, 14, 16, 18) makes easily accessible annelated representatives of the same structural type (13, 15, 17, 19).Phosphoryl group migrations are responsible for the formation of phosphorylated 1,2,4-diazaphospholes (24-c) at the reaction 1+20a-c.N-Acyl and -phosphoryl groups of the rearranged cycloadducts are easily solvolysed (9a-e -> 4b,c,j,k; 24a-c -> 4b,c; 13 -> 25).