Direct Phosphonylation of Aromatic Azaheterocycles

Synthesis of Multifunctional 3‐Amino‐4‐phosphono‐2‐quinolinones via Regioselective Ring Enlargement of Imino Isatins

“…The synthetic utility of this regioselective ring expansion of imino isatin was further demonstrated by the synthesis of multifunctional quinoline analogues. Exposure to Tf 2 O followed by Suzuki coupling with phenyl boronic acid gave the multifunctional 3‐amino‐4‐dimethylphosphono‐2‐quinoline 7 in moderate yield 2d. 9…”

Investigation of N‐ and C‐Phosphanylation of [1,2,4]Triazolo[4,3‐a]pyridines

“…Three most common and convenient methods can be distinguished in the synthesis of C-phosphanylated heterocycles, which contain a pyridine-type nitrogen atom [3], and all these methods utilize phosphorus halides in the presence of bases. The first method consists of interaction of nitrogen-containing heterocycles with bis(dialkylamino)phosphenium triflate SCHEME 1 Synthesis of C-phosphanyl heterocycles via stable N-phosphanyl heterocyclic carbenes.…”

Recent Advances in H-Phosphonate Chemistry. Part 2. Synthesis of C-Phosphonate Derivatives

“…However, in recent decades, the transition metal mediated P-C bond formation strategy has started to become widely used, especially in the synthesis of P-C(sp 2 ) derivatives [5,[15][16][17][18]. In the context of using H-phosphonate diesters as phosphorus partners for P-C bond formation, we discuss recent progress in the addition of these compounds to carbonyl derivatives (aldehydes, ketones, imines) and in the transition metal catalyzed cross-coupling reactions which afford products with P-C(sp), P-C(sp 2 ), and P-C(sp 3 ) bonds [17].…”