Cycloadditionen von phosphacumulenyliden an acyl- thioacyl- und imidoylheterocumulene.

Chemistry of Phosphonium Ylides. Part 39: Facile Synthesis of Aziridine, Pyridine, Pyrolotriazole Chromenones and Azaphosphinin Chromenones as Antitumor Agents

“…Moreover, the 13 C‐NMR spectrum of 5a showed signals at δ 185.84 (C═O, pyridinone), 158.63 (C═O, lactone), and 154.50 (C═P). In the 31 P‐NMR spectrum of compound 5a , a signal was observed at δ = 28.07, which is in agreement with a phosphorane on a six‐membered ring system . The third product was 3‐(phenylimino)‐3 H ,5 H ‐chromeno[3′,4′:4,5]pyrrolo[1,2‐ c ][1,2,3]triazol‐5‐one ( 8 ).…”

Chemistry of phosphorus ylides 21 new route for the synthesis of azetidinones. Reaction of phosphonium ylides with benzil-,o-naphthoquinone-, and triketonemonoanils

“…Carrying out the reaction using 2 mole equivalents of the active phosphacumulene 2a instead of 1 led to the formation of the same product 3a. The 31 P-NMR data support structure 3a and fit with a phosphorane with a four-membered ring [20,21]. On the other hand, when compound 1a was allowed to react with (2-oxovinylidene)triphenylphosphorane (2b) for 8 h, under the same experimental conditions, 1,2-diphenyl-4-oxo-3-(triphenylphosphoranylidene)-azetidin-2-yl phenyl ketone (3b) was obtained.…”

Recent synthesis of thietanes

“…Iminothietanes [162][163][164][165][166][167][168][169], diiminothietanes [101,170], and triiminothietanes [171] are less reported four-membered thiaheterocycles. Langer and Doring prepared ethyl 3,4-diiminothietane-2-carboxylates 573 through the cyclization of the vicinal dianion 571 generated from ethyl thioglycolate (570) and LDA in TMEDA with 1,2-dielectrophiles, bis(imidoyl chloride)s 572.…”