313644-37-0

Upstream product

• 31162-13-7 2-azidobenzoic acid 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 118-92-3 anthranilic acid 
• 34897-85-3 o-azidobenzoyl chloride 

Downstream Products

• 706816-88-8 (2S,4S)-4-Azido-1-(2-azido-benzoyl)-pyrrolidine-2-carboxylic acid methyl ester 
• 1026525-76-7 (2S,4S)-4-Azido-1-(2-azido-benzoyl)-pyrrolidine-2-carbaldehyde 
• 706816-85-5 (2S,4R)-1-(2-Azido-benzoyl)-4-methanesulfonyloxy-pyrrolidine-2-carboxylic acid methyl ester 
• 50424-51-6 (2R,11aS)-2-hydroxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11-dione 

Relevant academic research and scientific papers

Catalytic Staudinger/aza-Wittig sequence by in situ phosphane oxide reduction

A Staudinger/aza-Wittig reaction sequence is described that is catalytic in phosphorus. Towards this end, the phosphane oxide is reduced in situ by diphenylsilane, which allows for substoichiometric amounts of the catalyst 5-phenyldibenzophosphole to be used. The substrate scope is investigated and benzoxazoles, benzodiazepine imidates and a 2-methoxypyrrole were successfully synthesized. These investigations show that a fast aza-Wittig reaction is required to obtain high yields. A catalytic Staudinger/aza-Wittig reaction sequence, involving in situ phosphane oxide reduction, was successfully developed. Benzoxazoles, benzodiazepine imidates and 2-methoxypyrrole were synthesized without phosphane oxide waste products. Copyright

Selective reduction of aromatic azides with hexamethyldisilathiane: Synthesis of new 2-azidopyrrolo[2,1-c][1,4]benzodiazepines

2-Azidopyrrolobenzodiazepines have been synthesized via cyclization of ω-azidocarbonyl compounds employing hexamethyldisilathiane by selectively reducing the aryl azido functionality.