Science and Technology Production
Microwave-assisted Synthesis of 2-Substituted-2-Thiazolines and 5,6-Dihydro-4H-1,3-thiazines
Article
Authorship:
María C. Mollo ; Juan A. Bisceglia ; Natalia B. Kilimciler ; Michele Mancinelli ; ORELLI, LILIANA RAQUELDate:
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 was developed, by microwave-assisted ring closure of omega-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 predictable stereochemical outcome. The acyclic precursors were prepared in high overall yields by an improved diacylation-thionation-saponification sequence from commercially available omega-aminoalcohols. The whole procedure is metal free and operationally easy. Information provided by the agent in SIGEVAKey Words
PPEdihydrothiazinesthiazolinesThioamidoalcoholsnitrogen heterocyclesMicrowaves