“…The 1,3-thiazinane-2-thione 186 was formed upon the nucleophilic addition of the amine to carbon disulfide (S=C=S) and formation of dithiocarbamate, followed by addition to the α,βunsaturated aldehyde to form intermediate 188, which underwent intramolecular nucleophilic cyclization on the carbonyl group to afforded thiazinane-2-thione 186 (Scheme 57). The 1,3-thiazinane-2-thione 186 was formed upon the nucleophilic addition of the amine to carbon disulfide (S=C=S) and formation of dithiocarbamate, followed by addition to the α,β-unsaturated aldehyde to form intermediate 188, which underwent intramolecular nucleophilic cyclization on the Dithiocarbamates were reacted with 1,3-dibromopropane in basic medium gave 3-bromopropyl alk/arylcarbamodithioate 189, which cyclized to both 1,3-thiazinan-2-thione derivatives 188a-h (30-73%) and 2-imino-1,3-dithian derivatives 190a-h (5-34%) (Scheme 60) [85].…”
Section: Synthesis Of 13-thiazinane-2-thione-4-one Derivativesmentioning
Thiazinanes and its isomeric forms represent one of the most important heterocyclic compounds, and their derivatives represented a highly potent drug in disease treatment such as, 1,1-dioxido-1,2-thiazinan-1,6-naphthyridine, which has been shown to have anti-HIV activity by a mechanism that should work as anti-AIDS treatment, while (Z)-methyl 3-(naphthalen-1-ylimino)- 2-thia-4-azaspiro[5 5]undecane-4-carbodithioate showed analgesic activity, cephradine was used as antibiotic and chlormezanone was utilized as anticoagulants. All publications were interested in the chemistry of thiazine (partially or fully unsaturated heterocyclic six-membered ring containing nitrogen and sulfur), but no one was dealing with thiazinane itself which encouraged us to shed new light on these interesting heterocycles. This review was focused on the synthetic approaches of thiazinane derivatives and their chemical reactivity.
“…The 1,3-thiazinane-2-thione 186 was formed upon the nucleophilic addition of the amine to carbon disulfide (S=C=S) and formation of dithiocarbamate, followed by addition to the α,βunsaturated aldehyde to form intermediate 188, which underwent intramolecular nucleophilic cyclization on the carbonyl group to afforded thiazinane-2-thione 186 (Scheme 57). The 1,3-thiazinane-2-thione 186 was formed upon the nucleophilic addition of the amine to carbon disulfide (S=C=S) and formation of dithiocarbamate, followed by addition to the α,β-unsaturated aldehyde to form intermediate 188, which underwent intramolecular nucleophilic cyclization on the Dithiocarbamates were reacted with 1,3-dibromopropane in basic medium gave 3-bromopropyl alk/arylcarbamodithioate 189, which cyclized to both 1,3-thiazinan-2-thione derivatives 188a-h (30-73%) and 2-imino-1,3-dithian derivatives 190a-h (5-34%) (Scheme 60) [85].…”
Section: Synthesis Of 13-thiazinane-2-thione-4-one Derivativesmentioning
Thiazinanes and its isomeric forms represent one of the most important heterocyclic compounds, and their derivatives represented a highly potent drug in disease treatment such as, 1,1-dioxido-1,2-thiazinan-1,6-naphthyridine, which has been shown to have anti-HIV activity by a mechanism that should work as anti-AIDS treatment, while (Z)-methyl 3-(naphthalen-1-ylimino)- 2-thia-4-azaspiro[5 5]undecane-4-carbodithioate showed analgesic activity, cephradine was used as antibiotic and chlormezanone was utilized as anticoagulants. All publications were interested in the chemistry of thiazine (partially or fully unsaturated heterocyclic six-membered ring containing nitrogen and sulfur), but no one was dealing with thiazinane itself which encouraged us to shed new light on these interesting heterocycles. This review was focused on the synthetic approaches of thiazinane derivatives and their chemical reactivity.
“…In the presence of ZnBr 2 , the benzotriazole moiety in dithiocarbamates 694 can be readily substituted by mercaptans or phosphites providing new access to derivatives 695 <2005ARK(ix)63> . Cyclic analogs of 694 , 1,3-thiazolidine-2-thione and tetrahydro-2 H -1,3-thiazine-2-thione, react similarly.…”
Section: Reactivity Of Substituents Attached To Ring Nitrogensmentioning
confidence: 99%
“…Reactions of N -(α-aminoalkyl)benzotriazoles 898 with isonitriles catalyzed by boron trifluoride etherate give N -(α-aminoalkylimidoyl)benzotriazoles 899 in high yield. Upon treatment with hydrochloric acid, derivatives 899 are conveniently converted to α-aminoamides 900 ( Scheme 148 ) <2005JSC319> . Scheme 148 …”
Section: Reactivity Of Substituents Attached To Ring Nitrogensmentioning
“…Dithiocarbamates (DTCs) have received considerable attention due to their interesting chemistry and biological activity. They have widely been used as pharmaceuticals 76 and agrochemicals 77 intermediates for the protection of amino groups in peptide synthesis 78 , linkers in solid phase synthesis 52a and recently in the synthesis of ionic liquids. 79 In rubber industry, dithiocarbamates have been used as vulcanization accelerators and antioxidants.…”
Cerium(IV) ammonium nitrate (CAN) is one of the most important reagent, which is used as one-electron oxidant and Lewis acid catalyst among the Lanthanide(IV) complexes in organic synthesis. 1 The reason for its general acceptance as a one-electron oxidant and Lewis acid is due to its large reduction potential valve of +1.61 V vs NHE (Normal Hydrogen Electrode) and low affinity for oxygen as compared to other Lewis acids. 2 CAN has been found chemically superior in many respects to widely employed manganese triacetate for the generation of radicals. 3 CAN has the additional advantages of having a low toxicity besides being inexpensive, reasonably soluble in many organic media, air stable, easily handled and allowing for a considerable degree of experimental simplicity. A large number of research papers and several reviews have been published for CAN mediated reactions. [4][5][6][7][8][9][10][11][12][13] Cerium has a property, unique among the lanthanides, which explain its ability to participate in one-electron transfer reactions, its ability to exist in two stable adjacent oxidation states +3 and +4. Cerium in its ground state has an electronic configuration of [Xe]4f 2 6s 2 , where Xe represents the xenon configuration. The electronic configuration of the Ce +3 ion is [Xe]4f 1 , while that of Ce +4 ion is [Xe]4f 0 .The enhanced stability of the vacant f shell in Ce +4 accounts for the ability of cerium to exist in the +4 oxidation state. The large reduction potential value of 1.61V (vs NHE) makes Ce(IV) a very efficient oxidizing reagents compared to other metal ions. Cerium(IV) ammonium nitrate is used as a catalyst for several types of transformations. They are classified into the following categories:1.Reactions involving the formation of carbon-carbon bond.
2.Reactions involving the formation of carbon-heteroatom bond.3. Miscellaneous transformations.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
