Synthesis of omega-aminodithioesters

Lacroix, Simon;Rixhon, Vinciane;Marchand-Brynaert, Jacqueline
(2006) Synthesis : journal of synthetic organic chemistry — n° 14, p. 2327-2334 (2006)

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  • Lacroix, SimonUCLouvain
    Author
  • Rixhon, VincianeUCLouvain
    Author
  • Marchand-Brynaert, JacquelineUCLouvain
    Author
Abstract
omega-Aminodithioester derivatives were obtained from thionolactams by reaction with an alkyl triflate followed by thiolysis with hydrogen sulfide. The presence of an electron-withdrawing group was required on the N1 position (p-nitrophenyl or benzoyl) to favor the ring opening of gamma-, delta- and epsilon-thionolactams. In the case of beta-thionolactam, activation was provided by a CF2 motif in C3 position.
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Lacroix, S., Rixhon, V., & Marchand-Brynaert, J. (2006). Synthesis of omega-aminodithioesters. Synthesis : journal of synthetic organic chemistry, 14, 2327-2334. https://doi.org/10.1055/s-2006-942452 (Original work published 2006)