An efficient method for the preparation of N-phosphinoyl and N-sulphonyl imines directly from aromatic aldehydes

✍ Scribed by W.Brian Jennings; Carl J. Lovely

• Publisher: Elsevier Science
• Year: 1988
• Tongue: French
• Weight: 251 KB
• Volume: 29
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)82164-4

✦ Synopsis

Reaction of phosphinamidcs and sulphonamidcs with aromatic aldehydes at Ooc in the prescncc of titanium tctrachloride and triethylamine provides a simple one-step preparation of N-phosphinoyl and N-ulphonyl imines. N-Phosphinoylimines (l), first prepared ten years ago by Krzyzanowska and Stec,I have recently been the subject of interest as they are synthetic precursors of N-phosphinoyloxaziridines (2).2 The latter compounds are closely related to N-sulphonyloxaziridines (3) which are arousing considerable attention in view of their potential as neutral chiral oxidants.3 Additionally,

N-phosphinoylimines can also be converted, stereoselectively if required, to primary amines.