6638-35-3Relevant academic research and scientific papers
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.
A single-reagent-driven multistep one-pot preparation of thiazolines and 1,3-thiazines from aldoximes, nitriles, and carboxylic acids
Bhattacharyya, Shubhankar,Pathak, Uma
, p. 3553 - 3560 (2015/11/17)
N-(ω-Bromoalkyl)dichlorothiophosphoramidates have been designed as a new class of reagent for the single-reagent-driven multistep preparation of 2-substituted thiazolines and 1,3-thiazines from ald-oximes, nitriles, or carboxylic acids. A wide range of substrates both aromatic as well as aliphatic were investigated and found suitable for the developed protocol.
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.
Thionation of N-(ω-halogenoalkyl)-substituted amides with Lawesson's reagent: Facile synthesis of 4,5-dihydro-1,3-thiazoles and 5,6-dihydro-4H-1,3- thiazines
Kodama, Yasuhiro,Ori, Mayuko,Nishio, Takehiko
, p. 187 - 193 (2007/10/03)
The thionation and cyclization of N-(ω-halogenoalkyl)-substituted amides (and related compounds) with Lawesson's reagent (LR = 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide) has been investigated. Treatment of the amides 1 with LR gav
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
Studies on Cepham Analogs: Synthesis, Stereochemistry and Their Conversion into Monocyclic cis-β-Lactams
Sharma, S. D.,Mehra, Usha,Kaur, Verinder
, p. 776 - 778 (2007/10/02)
2-Phenyl-5,6-dihydro-4H-1,3-thiazine (I) on reaction with potassium carbethoxyacetonylglycinate in the presence of POCl3/Et3N in CH2Cl2 furnishes the 7-enaminocepham (II).The compound I also reacts with phenylacetic acid under similar conditions to provid
Research on radioprotective agents: Δ-2 Thiazolines and homologous derivatives
Robbe,Fernandez,Chapat,et al.
, p. 16 - 24 (2007/10/02)
Compounds derived from Δ-2 thiazoline, Δ-2 thiazolinium iodoalkylate and 4,5-dihydro-1,3 thiazine have been prepared and evaluated as potential antiradiation agents in mice. They generally have a low toxicity and significant radioprotective activity.
