89883-06-7Relevant academic research and scientific papers
New Methods and Reagents in Organic Synthesis. 60. A New Synthesis of Aromatic and Heteroaromatic Amines Using Diphenyl Phosphorazidate (DPPA)
Mori, Shigehiro,Aoyama, Toyohiko,Shioiri, Takayuki
, p. 1524 - 1530 (2007/10/02)
Aromatic and heteroaromatic organometallics (Grignard and lihium compounds) reacts with diphenyl phosphorazidate (DPPA) to give labile phosphinyltriazenes.A study of the conversion of phosphinyltriazenes into amines has revealed that reductive work-up with aluminum hydride gives much better results than acidic or alkaline work-up.Sequential treatment of aromatic and heteroaromatic organometallics with DPPA, followed by aluminum hydride provides a convenient new method for the preparation of aromatic and heteroaromatic amines.Keywords - organometallic; aromatic halide; Grignard compound; organolithium compound; aromatic amine; heteroaromatic amine; phosphinyltriazene; hydride reduction; diphenyl phosphorazidate
NEW METHODS AND REAGENTS IN ORGANIC SYNTHESIS. 40. AMINATION OF AROMATIC AND HETEROAROMATIC ORGANOMETALLICS USING DIPHENYL PHOSPHORAZIDATE (DPPA)
Mori, Shigehiro,Aoyama, Toyohiko,Shioiri, Takayuki
, p. 429 - 432 (2007/10/02)
Amination of aromatic and heteroaromatic organometallics is efficiently achieved by sequential treatment with diphenyl phosphorazidate (DPPA) and sodium bis(2-methoxyethoxy)aluminium hydride in a one-pot process.
