6638-35-3Relevant articles and documents
Microwave-Assisted Synthesis of 2-Substituted 2-Thiazolines and 5,6-Dihydro-4 H -1,3-thiazines
Bisceglia, Juan A.,Kilimciler, Natalia B.,Mancinelli, Michele,Mollo, María C.,Orelli, Liliana R.
, p. 1666 - 1679 (2020/06/01)
An efficient and general method for the synthesis of 2-substituted thiazolines and 5,6-dihydro-4 H -1,3-thiazines is developed via microwave-assisted ring closure of ω-thioamidoalcohols promoted by ethyl polyphosphate (PPE). The cyclization reaction involves an S N 2-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 ω-amino alcohols. The whole process is metal-free and operationally simple.
Easy access to thiazolines and thiazines via tandem S-alkylation- cyclodeamination of thioamides/haloamines
Pathak, Uma,Bhattacharyya, Shubhankar,Dhruwansh, Vishwanath,Pandey, Lokesh Kumar,Tank, Rekha,Suryanarayana, Malladi V. S.
supporting information; experimental part, p. 1648 - 1651 (2011/08/10)
This is the first report of a facile synthesis of thiazolines and thiazines from a self-catalyzed, water assisted tandem S-alkylation-cyclodeamination reaction of thioamides/haloamines. The reaction is clean and efficient with simple product work-up, and is applicable to a variety of substrates.
Synthesis of oxazines and thiazines by cyclodehydration of hydroxy amides and thioamides
Wipf, Peter,Hayes, Gregory B.
, p. 6987 - 6998 (2007/10/03)
Dihydro-1,3-oxazines and -thiazines were obtained by cyclodehydration of hydroxy amides and thioamides with PEG-linked Burgess reagent or under Mitsunobu conditions. Yields were generally higher with polymer-Burgess reagent, but both conditions failed to