Synthesis of 2‐Phosphaindolizine and [1,3]Azaphospholo[1,5‐a]quin­oline

Abstract

The reaction of (chloromethyl)dichlorophosphine (1) with 2-[(trimethylsilyl)methyl]pyridine (6) and 2-[(trimethylsilyl)methyl]quinoline (12) in THF affords unsubstituted parent 2-phosphaindolizine (5) and [1,3]azaphospholo[1,5-a]quinoline (7). Multinuclear low-temperature NMR spectroscopy was used to investigate the reaction mechanism; a cascade of substitu-Scheme 2. [3 + 2]-Cycloaddition route to 2-phosphaindolizines. [2] [a] 726 Scheme 4. Reaction of (chloromethyl)dichlorophosphine (1) with PicTMS (6).Eur. J. Inorg. Chem. 2016, 726-735 www.eurjic.org