Synthesis of 2-azetidinones and 2-azetidinylideneammonium salts

De Pootere, Michel;Marchand-Brynaert, Jacqueline;Ghosez, Léon
(1974) Angewandte Chemie — Vol. 86, n° 7, p. 272-273 (1974)

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  • De Pootere, MichelUCLouvain
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  • Marchand-Brynaert, JacquelineUCLouvain
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  • Ghosez, LéonUCLouvain
    Author
Abstract
RR1C:CClNMe2 (R = R1 = Me or R = Me3C, R1 = H) reacted probably as RR1C:C:N+Me2 Cl- with R2R3C:NR4 (R2 = Ph or PhCH2S; R3 = H or Ph; R4 = Me, Ph, or Me3C)in CH2Cl2 at room temp. to give 47-80% ammonium salts I (Z = N+Me2 Cl-), which on NaOH treatment gave 42-82% azetidinones I (Z = O). I were also obtained starting from RR1CHCONMe2.
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De Pootere, M., Marchand-Brynaert, J., & Ghosez, L. (1974). Synthesis of 2-azetidinones and 2-azetidinylideneammonium salts. Angewandte Chemie, 86(7), 272-273. https://doi.org/10.1002/ange.19740860707 (Original work published 1974)