1 edition of Radical Reactions of Thioamides, Thioureas, and Related Compounds (Sulfur Reports Series) found in the catalog.
Radical Reactions of Thioamides, Thioureas, and Related Compounds (Sulfur Reports Series)
I. I. Kandror
January 1, 1984
Written in English
|The Physical Object|
|Number of Pages||32|
The reaction of N-(2-cyanophenyl)benzimidoyl chloride with reagents containing a thioamide moiety, i.e. thioacetamide, benzylthiourea, symmetrical dialkyl- and diarylthioureas gave different cyclic products: 3,1-benzothiazine, 1,3,5-benzotriazocine and quinazoline. The reaction pathways of prepared compounds . The reaction of 2‐mercaptopyridine (C 5 H 5 NS or PYSH) with diiodine in a molar ratio of in dichloromethane led to the oxidation and dimerization of the ligand and formation of [(PYS−PYSH) + I 3 −].The compound was characterised by elemental analysis, DTA‐TG, FT‐Raman, FT‐IR, UV/Vis and 1 H NMR spectroscopy. The crystal structure of the complex has been determined by X‐ray.
Theoretical studies further disclose their features. Thioamides are also used as ligands to a wide variety of metals. Their unique photophysical properties and catalytic activities are described here. Characteristic features of biologically relevant thioamides, e.g., thiopeptides and related compounds, are the final focus of the book. This book is a hands-on guide for the organic chemist. Focusing on the most reliable and useful reactions, the chapter authors provide the information necessary for a chemist to strategically plan a synthesis, as well as repeat the procedures in the laboratory. Consolidates all the key advances/concepts in one book, covering the most important reactions in organic chemistry, including.
Heterocyclic chemistry is the most complex and intriguing branch of organic chemistry, and heterocyclic compounds constitute the largest and most unique family of organic compounds [1, 2, 3].Nitrogen, oxygen, and sulfur are the most common heteroatoms but some other heterocyclic compounds containing selenium, tellurium, phosphorus, arsenic, silicon, boron, etc., are also widely . Thiourea is a versatile reagent in organic synthesis. "Thioureas" refers to a broad class of compounds with the general structure (R1R2N)(R3R4N)C=S. Thioureas are related to thioamides, e.g. RC(S)NR2, where R is methyl, ethyl, etc. Thiourea is prohibited from use in food.
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INTERACTION OF THIOUREA WITH SULFUR And Related Compounds book COMPOUNDS: DESULFURIZATION OF THIOUREA BY N,N' -THIOBISMORPHOLINE. Phosphorus, Sulfur, and Silicon and the Related Elements78 (), DOI: /Cited by: The and Related Compounds book toxicity associated with thioamides and thioureas has led to the speculation that thiazole toxicity is attributed to ring scission yielding the corresponding thioamide metabolite .
Ring opening has also been observed in benzothiazoles. For instance, benzothiazole itself is converted to S-methylmercaptoaniline.
The reaction of (2-alkylidenaminophenyl)sulfides with di-iso-propyl peroxydicarbonate: radical versus non-radical pathway. Radical Reactions of Thioamides, Thioureas, and Related Compounds.
Sulfur reports DOI: / R. Freidlina, I. Kandror, B. Kopylova. New radical reactions of organic divalent Cited by: Reaction of the (TMS) 3 Si • radical under photochemical conditions at the sulfur center of thiocarbamate generates a C-centered radical I, which then adds in a 5-exo-dig fashion onto.
Thioamides are also used as ligands to a wide variety of metals. Their unique photophysical properties and catalytic activities are described here. Characteristic features of biologically relevant thioamides, e.g., thiopeptides and related compounds, are the final focus of the book. Reaction of azobisisobutyronitrile with thiobenzanilides results in addition of 2-cyanoisopropyl radicals to the sulfur atom, and subsequent reactions of the adduct-radical result in the formation of the corresponding imidosulfides and/or S-cyanoisopropylisothio-benzanilides.
In the reactions of N-phenyl- and N,N'-diphenylthiourea with N-nitrosoacetanilide, the latter functions. The Handbook of Chalcogen Chemistry: New Perspectives in Sulfur, Selenium and Tellurium provides an overview of recent developments, particularly from the last decade, on the chemistry of the chalcogen group elements (S, Se and Te).
While up to a few decades ago, chalcogen chemistry was mainly centred on sulphur, in recent years the research based on Se and Te has increased dramatically, and. Suwiński, W. Szczepankiewicz, in Comprehensive Heterocyclic Chemistry III, S-Linked Substituents.
In C-aryl oxadiazolinethione derivatives, thioamide predominates its thiol tautomer in an equilibrium mixture. Nevertheless, oxadiazolinethiones and their salts are alkylated on sulfur, while acylation usually occurs on a ring nitrogen. Thiourea (/ ˌ θ aɪ oʊ j ʊəˈr iː ə /) is an organosulfur compound with the formula S C(N H 2) is structurally similar to urea, except that the oxygen atom is replaced by a sulfur atom, but the properties of urea and thiourea differ significantly.
Thiourea is a reagent in organic synthesis. "Thioureas" refers to a broad class of compounds with the general structure (R 1 R 2 N)(R 3. Benzimidazolethione with dimethyl acetylenedicarboxylate (DMAD) in acetonitrile gave a fused thiazolidinone derivative, but in methanol a fused thiazinone was obtained.
Structures were assigned to adducts from other thioureas by comparison with the C n.m.r. spectra for these compounds. A method has been develope. The reactions with OH and NO3 which are the processes that initiate the degradation of the above compounds have been evaluated.
Reactions of key intermediates, HS, HSO, CH3S, and. Reactions of thiocarbonyl compounds with electrophilic and nucleophilic carbenes as well as with their metal complexes Radical Reactions of Thioamides, Thioureas, and Related Compounds.
Kandror, B. Kopylova & R Published online: 26 Jan Abstract | References | PDF ( KB) 64 Views; 10 CrossRef citations; Altmetric; Book. finding revealed that thioureas do react with superoxide rad- icals to produce an unusual sulfhydryl compound.
The ability of thioureas to react not only with hydroxyl radicals and hydrogen peroxide, but also with superoxide, has implications for free radical studies, thiourea. Recent Literature. 4-Dimethylaminopyridine-BH 3 as the boryl radical precursor promotes a desulfurizative reduction to access organic amines in the presence of PhSH as the polarity reversal catalyst.
Alternatively a N-heterocyclic carbene-BH 3 as the boryl radical precursor and sterically bulky Ph 3 CSH as catalyst can be used for annulation of unsaturated thioamides allowing for the.
The reactions of the thioamides thiourea, tu, 1-ethylthiourea, etu, 1,3-dimethylthiourea, dmtu, 1,3-diethylthiourea, detu, 3-methylbenzothiazolethione, mbtt and 3-methylrhodanine, mrh, with one equivalent of diiodine have been studied; attempts have been made to characterise the resultant 1∶1 add.
Thiourea as a sulfur atom transfer reagent was applied for the synthesis of aryl thioamides through a three-component coupling reaction with aryl aldehydes and N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC). The reaction could tolerate various functional groups and gave moderate to good yields of desired products under the transition-metal-free condition.
Menu Open Menu Close Menu Close. Content: Compounds containing the Boron-Chalcogen B-E (E = S, Se, Te) bond; Compounds containing the Carbon-Chalcogen C-E (E = S, Se, Te) bond; Thiolates, selenolates, and tellurolates; Recent developments in the chemistry of thio- seleno- and telluro-ethers; Chalcogenone C=E compounds; Thioamides, thioureas and related selenium and tellurium.
By extending the Alfrey‐Price scheme for the copolymerization reactions to the chain‐transfer reactions, the Q and e values of DPFDS were determined.
The apparent chain‐transfer constants for DPTU and its derivatives were calculated by means of rate measurements and were correlated with. Lantao Liu, Zhanghong Guo, Kai Xu, Shuangshuang Hui, Xiaofang Zhao, Yangjie Wu, Transition-metal-free cleavage of C–C double bonds: a three-component reaction of aromatic alkenes with S 8 and amides towards aryl thioamides, Organic Chemistry Frontiers, /C8QOC, ().
Reaction of thioamides (e.g., II) with benzynes generated by the hexadehydro-Diels–Alder (HDDA) cycloisomerization (e.g., I) produces dihydrobenzothiazines (e.g., III).It is postulated that the reaction proceeds via benzothietene (cf.
IV) and o-thiolatoaryliminium (cf. V) intermediates and that the latter undergo intramolecular 1,3-hydrogen atom migration to produce the penultimate .thioamides and complexes of thioamides with Pt(II) and Pd(II) .
The results confirmed our expectations. V. Conclution. The thioamides are a special group of compounds with variegated chemical reactivity and biological action.
In the cases of thiazoles and .A thioamide (rarely, thionamide, but also known as thiourylenes) is a functional group with the general structure R–CS–NR′R″, where R, R′, and R″ are organic groups. They are analogous to amides but they exhibit greater multiple bond character along the C-N bond, resulting in a larger rotational barrier.
One of the best-known thioamides is thioacetamide, which is used as a source.