- Microwave-Assisted Synthesis of 2-Substituted 2-Thiazolines and 5,6-Dihydro-4 H -1,3-thiazines
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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.
- Bisceglia, Juan A.,Kilimciler, Natalia B.,Mancinelli, Michele,Mollo, María C.,Orelli, Liliana R.
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p. 1666 - 1679
(2020/06/01)
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- Cu(II) immobilized on Fe3O4@Agarose nanomagnetic catalyst functionalized with ethanolamine phosphate–salicylaldehyde schiff base: A magnetically reusable nanocatalyst for preparation of 2-substituted imidazolines, oxazolines, and thiazolines
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Herein we synthesized Cu(II) immobilized on Fe 3 O 4 @Agarose functionalized with ethanolamine phosphate–salicylaldehyde Schiff base (Fe 3 O 4 @Agarose/SAEPH 2 /Cu(II)) as a new and cost-effective nanomagnetic catalyst. The nanomagnetic catalyst was characterized by FT- IR, XRD, VSM, SEM- EDX, TEM, TGA, and ICP techniques and it was found that the particles were about 9–25 nm in size and spherical with entrapment of the Fe 3 O 4 particles in the hollow pore structure of the agarose. The prepared nanomagnetic catalyst showed excellent activity for preparation of 2-substituted imidazolines, oxazolines, and thiazolines. The catalyst is easy to prepare and exhibits higher catalytic activity than some commercially available copper sources. More importantly, this nanomagnetic catalyst can be easily recovered by using a permanent magnet and reused for at least seven cycles without significant deactivation.
- Zarei, Zeinab,Akhlaghinia, Batool
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p. 170 - 191
(2018/02/17)
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- A single-reagent-driven multistep one-pot preparation of thiazolines and 1,3-thiazines from aldoximes, nitriles, and carboxylic acids
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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.
- Bhattacharyya, Shubhankar,Pathak, Uma
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p. 3553 - 3560
(2015/11/17)
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- DDQ-induced dehydrogenation of heterocycles for c-c double bond formation: Synthesis of 2-thiazoles and 2-oxazoles
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Strong as an Ox: 2-Thiazoles and 2-oxazoles are formed by oxidation of 2-thiazolines and 2-oxazolines without requiring substituents at the C4 and C5 positions. DDQ plays an important role as the oxidant in this transformation and metal is unnecessary. This general procedure shows good functional group tolerance and provides a wide variety of 2-thiazoles and 2-oxazoles in moderate to excellent yields.
- Li, Xiangnan,Li, Cheng,Yin, Bing,Li, Cong,Liu, Ping,Li, Jianli,Shi, Zhen
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supporting information
p. 1408 - 1411
(2013/07/26)
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- One-pot synthesis of 2-arylthiazolines with 1-butyl-3-methylimidazolium tribromide as a catalytic reagent
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A simple, inexpensive, and efficient one-pot synthesis of 2-arylthiazoline derivatives under solvent-free conditions using a catalytic amount of 1-butyl-3-methylimidazolium tribromide with excellent product yields is reported. This methodology provides ea
- Lu, Guangzhou,Yang, Limin,Wu, Liqiang
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experimental part
p. 403 - 408
(2012/04/04)
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- Tribromomelamine: A novel and efficient catalyst for the synthesis 2-arylthiazolines under solvent-free conditions
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A novel procedure for the synthesis of 2-arylthiazolines through one-pot condensation of of nitriles with 2-aminoethanethiol in the presence of tribromomelamine as catalyst under solvent-free conditions is described.
- Wu, Liqiang
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experimental part
p. 1035 - 1041
(2012/06/30)
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- Solvent-free tandem synthesis of 2-thiazolines and 2-oxazolines catalyzed by a copper catalyst
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Tandem reactions of nitriles with 2-aminoethanethiol hydrochloride or amino alcohols in the presence of a catalytic amount of cupric methacrylate (Cu II2L4, L = methacrylate) were employed to prepare 2-thiazolines and 2-ox
- Li, Xiangnan,Zhou, Baoyue,Zhang, Jin,She, Mengyao,An, Shujuan,Ge, Haixia,Li, Cong,Yin, Bing,Li, Jianli,Shi, Zhen
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experimental part
p. 1626 - 1632
(2012/05/04)
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- Easy access to thiazolines and thiazines via tandem S-alkylation- cyclodeamination of thioamides/haloamines
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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.
- Pathak, Uma,Bhattacharyya, Shubhankar,Dhruwansh, Vishwanath,Pandey, Lokesh Kumar,Tank, Rekha,Suryanarayana, Malladi V. S.
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supporting information; experimental part
p. 1648 - 1651
(2011/08/10)
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- 1,3-Dibromo-5,5-dimethylhydantoin as an efficient homogeneous catalyst for the synthesis of 2-arylthiazolines and 2-arylimidazolines
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A simple, facile, and efficient procedure for the synthesis of 2-arylthizolines and 2-arylimidazolines has been developed by the simple condensation of nitriles with 2-aminoethanethiol or ethylenediamine catalyzed by 1,3-dibromo-5,5-dimethylhydantoin under solvent-free conditions. Selective preparation of bisthiozolines and monoimidazolines from dinitriles and also selective conversion of arylnitriles to their corresponding 2-arylthiazolines or imidazolines in the presence of alkylnitriles can be considered as considerable advantages of this method.
- Hojati, Seyedeh Fatemeh,Mohammadpoor-Baltork, Iraj,Maleki, Behrooz,Gholizadeh, Mostafa,Shafiezadeh, Fatemeh,Haghdoust, Mahnaz
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experimental part
p. 135 - 141
(2010/04/04)
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- HYDRAZONE DERIVATIVE
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A compound represented by the following formula (I): wherein R1 represents hydrogen, aryl which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc.; R2 represents hydrogen, aryl which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc.; R3 represents hydrogen, etc.; Ar represents a divalent group derived from aromatic hydrocarbon, etc.; X represents a single bond, linear or branched alkylene having from 1 to 3 carbon atoms which may have a substituent, etc.; and G represents halogen, a saturated or unsaturated 5- or 6-membered cyclic hydrocarbon group which may have a substituent, a saturated or unsaturated 5- to 7-membered heterocyclic group which may have a substituent, etc., a salt thereof or a solvate thereof; and an agent for inhibiting aggregation and/or deposition of an amyloid protein or an amyloid-like protein, which comprises the compound, a salt thereof or a solvate thereof
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Page/Page column 21
(2010/11/08)
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- Facile Syntheses of Oxazolines and Thiazolines with N-Acylbenzotriazoles under Microwave Irradiation
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Microwave reactions of 2-amino-2-methyl-1-propanol (2) or 2-aminoethanethiol hydrochloride (4) with readily available N-acylbenzotriazoles 1a-j in the presence of SOCl2 produced 2-substituted 2-oxazolines 3a-j in 84-98% yields and 2-substituted
- Katritzky, Alan R.,Cai, Chunming,Suzuki, Kazuyuki,Singh, Sandeep K.
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p. 811 - 814
(2007/10/03)
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