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Dibenzyloxydihydrobenzoxathiin 1, which resisted debenzylation with SiCl4/LiI, was effectively debenzylated with SiCl4/LiI in the presence of a catalytic amount of BF3. The HCl salt of the bis-debenzylated product 2 was isolated in 90% yield and 99% purity. This enhanced dealkylation activity has also been observed with other substrates.

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Reference:
Thiazole | C3H8608NS – PubChem,
Thiazole | chemical compound | Britannica

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The molecular structure of novel five-membered trichalcogenaheterocycles with three different chalcogen atoms, sulfur, selenium and tellurium, has been determined by crystallographic studies.

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Reference:
Thiazole | C3H8553NS – PubChem,
Thiazole | chemical compound | Britannica

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4-Alkyl-substituted phenols and aromatic ethers were comparatively fluorinated with electrophilic fluorinating reagents such as cesium fluoroxysulfate (CFS), Selectfluor F-TEDA-BF4, and Accufluor NFTh in MeCN or MeOH. Reactions resulted in the formation of three types of products: 2-fluoro-4-alkyl-substituted corresponding compounds (5) as a result of ortho fluorination process, 4-alkyl-4-fluoro-cyclohexa-2,5- dienone compounds (6), resulting after an addition-elimination process, and 4-fluorosubstituted corresponding compounds (7) derived from ipso attack and release of the 4-alkyl group. The distribution of products depends on the bulkiness of alkyl groups at both positions and reaction media. The reaction in methanol proved more selective toward the formation of 2-fluoro derivatives. Tyramin and l-tyrozine were transformed with NFTh reagent in methanol to their fluorophenyl-substituted derivatives in good yield.

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Reference:
Thiazole | C3H8652NS – PubChem,
Thiazole | chemical compound | Britannica

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2-aminomethyl-6-sulfamoylphenol derivatives, a process for their preparation and their use and also pharmaceutical formulations based on these compounds

The invention relates to 2-aminomethylphenols of the formula I STR1 in which R1 and R2 represent hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or benzyl which is optionally substituted by alkyl, alkoxy or halogen, R3 and R5 denote hydrogen, halogen, alkyl or alkoxy, R4 denotes halogen, alkyl or cycloalkyl and R6 and R7 represents hydrogen or alkyl, it being possible for the radicals R1 and R2, R6 and R7 and/or two of the radicals R3, R4 and R5 to form an alkylene chain which is optionally substituted by methyl groups and which, in the case of the radicals R1, R2, R6 and R7, can also be interrupted by oxygen atoms, sulfur atoms and/or imino groups, and to physiologically acceptable salts thereof, a process for their preparation, and their use and to pharmaceutical formulations based on these compounds.

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Reference:
Thiazole | C3H8562NS – PubChem,
Thiazole | chemical compound | Britannica

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Catalytic Synthesis of ?Super? Linear Alkenyl Arenes Using an Easily Prepared Rh(I) Catalyst

Linear alkyl benzenes (LAB) are global chemicals that are produced by acid-catalyzed reactions that involve the formation of carbocationic intermediates. One outcome of the acid-based catalysis is that 1-phenylalkanes cannot be produced. Herein, it is reported that [Rh(mu-OAc)(eta2-C2H4)2]2 catalyzes production of 1-phenyl substituted alkene products via oxidative arene vinylation. Since C C bonds can be used for many chemical transformations, the formation of unsaturated products provides a potential advantage over current processes that produce saturated alkyl arenes. Conditions that provide up to a 10:1 linear:branched ratio have been achieved, and catalytic turnovers >1470 have been demonstrated. In addition, electron-deficient and electron-rich substituted benzenes are successfully alkylated. The Rh catalysis provides ortho:meta:para selectivity that is opposite to traditional acid-based catalysis.

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Reference:
Thiazole | C3H8592NS – PubChem,
Thiazole | chemical compound | Britannica

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Palladium-catalysed direct cross-coupling of secondary alkyllithium reagents

Palladium-catalysed cross-coupling of secondary C(sp3) organometallic reagents has been a long-standing challenge in organic synthesis, due to the problems associated with undesired isomerisation or the formation of reduction products. Based on our recently developed catalytic C-C bond formation with organolithium reagents, herein we present a Pd-catalysed cross-coupling of secondary alkyllithium reagents with aryl and alkenyl bromides. The reaction proceeds at room temperature and on short timescales with high selectivity and yields. This methodology is also applicable to hindered aryl bromides, which are a major challenge in the field of metal catalysed cross-coupling reactions.

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Reference:
Thiazole | C3H8583NS – PubChem,
Thiazole | chemical compound | Britannica

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Liquid-phase oxidation of 1-isopropyl- and 1-ethyl-4-methoxybenzenes with oxygen to hydroperoxides

A study was carried out on the kinetics of free-radical chain oxidation of 1-isopropyl-4-methoxybenzene (1a) and 1-ethyl-4-methoxybenzene (1b) with oxygen in the liquid phase to yield 1-methyl-1-(4-methoxyphenyl)ethyl hydroperoxide (2a) and 1-(4-methoxyphenyl)ethyl hydroperoxide (2b). The oxidizability of 1a and 1b was studied over the temperature range 50-100C. Long-term oxidations of 1a and 1b to the corresponding hydroperoxides were carried out and the properties and thermal stability of 2a were established.

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Reference:
Thiazole | C3H8632NS – PubChem,
Thiazole | chemical compound | Britannica

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The kinetics of liquid-phase oxidation of 1-methoxy-2-(1-methylethyl) benzene (1a), 1-methoxy-3-(1-methylethyl)benzene (1b), and 1-methoxy-4-(1- methylethyl)benzene (1c) with oxygen as oxidant to yield the corresponding 1-methyl- 1-(2-methoxyphenyl)ethyl (2a). 1methyl-1-(3-methoxyphenyl)ethyl (2b), and 1-methyl-1-(4-methoxyphenyl)ethyl (2c) hydroperoxides was studied. The oxidizabilities of 1a, 1b, and le were established over the temperature range 50-120C. The overall activation energies of oxidation were determined for 1b and 1c over the temperature range 50-120C. Thermal stability of 2a and 2b and the initiating properties of hydroperoxides 2a, 2b. and 2c were studied. Long-term noncatalytic oxidations of 1b and 1c to respective hydroperoxides were carried out. 2004 Wiley Periodicals, Inc.

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Reference£º
Thiazole | C3H8558NS – PubChem,
Thiazole | chemical compound | Britannica

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The enantioselective intermolecular sp3 C-H functionalization at the allylic and benzylic positions was achieved using rhodium-catalyzed reactions with 4-phenyl-N-(methanesulfonyl)-1,2,3-triazole. The optimum dirhodium tetracarboxylate catalyst for these reactions was Rh2(S-NTTL)4. The rhodium-bound alpha-imino carbene intermediates preferentially reacted with tertiary over primary C-H bonds in good yields and moderate levels of enantioselectivity (66-82% ee). This work demonstrates that N-sulfonyltriazoles can be applied to the effective C-H functionalization at sp3 C-H bonds of substrates containing additional functionality.

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Reference£º
Thiazole | C3H8566NS – PubChem,
Thiazole | chemical compound | Britannica

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An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde beta-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C=C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.

An unprecedented cross-dehydrogenative-coupling (CDC) reaction of saturated aldehyde beta-C-H with arenes to form cinnamaldehydes via the cleavages of four C-H bonds has been developed. The reaction possesses complete E-stereoselectivity for the C=C double bond. The protocol is featured by atom and step economy, mild reaction conditions, and convenient operation.

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Reference£º
Thiazole | C3H8627NS – PubChem,
Thiazole | chemical compound | Britannica