Science and Technology Production
Microwave-Assisted Synthesis of 2-Substituted 2-Thiazolines and 5,6-Dihydro-4H-1,3-thiazines
Article
Authorship:
MOLLO, MARIA CRUZ ; Bisceglia, Juan A. ; Kilimciler, Natalia B. ; Mancinelli, Michele ; Orelli, Liliana R.Date:
2020Publishing House and Editing Place:
GEORG THIEME VERLAG KGMagazine:
SYNTHESIS-STUTTGART, vol. 52 (pp. 1666-1679) GEORG THIEME VERLAG KGSummary *
An efficient and general method for the synthesis of 2-substituted thiazolines and 5,6-dihydro-4H-1,3-thiazines is developed via microwave-assisted ring closure of thioamidoalcohols promoted by ethyl polyphosphate (PPE). The cyclization reaction involves an SN2-type mechanism and features the advantages of very short reaction times, high yields and a predictable stereochemical outcome. The acyclic precursors are prepared in high overall yields by an improved diacylation? thionation?saponification sequence from commercially available -aminoalcohols. The whole process is metal-free and operationally simple. Information provided by the agent in SIGEVAKey Words
DIHYDROTHIAZINESTHIAZOLINESCYCLIC IMINOTHIOETHERSPPE