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You searched for: Journal name Tetrahedron Remove constraint Journal name: Tetrahedron Publication year rev 7983-2017 Remove constraint Publication year rev: 7983-2017 Source 2017 Remove constraint Source: 2017
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1. (Propargylsulfanyl)-2-aza-1,3,5-trienes as a direct source for novel family of highly functionalized 4,5-dihydro-1,3-thiazoles

Author:
Nina A. Nedolya; Ol'ga A. Tarasova; Alexander I. Albanov; Lyudmila V. Klyba; Boris A. Trofimov
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
chemical reactions; chemical structure; dimethyl sulfoxide; isothiocyanates
Abstract:
... A novel, simple approach to 2-(1-alkoxyprop-1-enyl)-5-ethenylidene-4,5-dihydro-1,3-thiazoles has been disclosed through the reaction of (propargylsulfanyl)-2-aza-1,3,5-trienes (readily available from alkoxyallenes, isothiocyanates, and propargyl bromide) with potassium or sodium tert-butoxide (1.1–1.4 equiv) under mild conditions [DMSO/THF (∼1:4–5), ca. −30 °C, 15–30 min]. The process proceeds thr ...
DOI:
10.1016/j.tet.2016.12.064

2. 1,3-Dipolar cycloaddition of uracil derivatives with nitrile oxides: Synthesis of [1,2,4]oxadiazolo[4,5-c]pyrimidine-5,7(6H)-dione derivatives

Author:
Kun-Ming Jiang; Yi Jin; Jun Lin
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
bioactive properties; chemical reactions; chemical structure; oxides; uracil; uracil derivatives
Abstract:
... An efficient method of synthesizing bicyclic fused [1,2,4]oxadiazolo[4,5-c]pyrimidine-5,7(6H)-dione derivatives was developed through a [3 + 2] cycloaddition of uracil derivatives and nitrile oxides. In the one step reaction, CN and CO bonds were constructed, the target compounds were efficiently obtained in good yields. The method represents a valuable way to obtain highly functional fused bicycl ...
DOI:
10.1016/j.tet.2017.10.024

3. 2′-Aminoanalogues of the cruciferous phytoalexins spirobrassinin, 1-methoxyspirobrassinin and 1-methoxyspirobrassinol methyl ether: Synthesis and anticancer properties

Author:
Mariana Budovská; Viera Tischlerová; Ján Mojžiš; Marianna Harvanová; Oleksandr Kozlov; Taťána Gondová; Nataša Tomášková
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
aniline; antineoplastic activity; chemical reactions; enantiomers; high performance liquid chromatography; humans; neoplasms; nuclear magnetic resonance spectroscopy; phytoalexins; solvents
Abstract:
... A method for the synthesis of new 2′-aminoanalogues of spiroindoline phytoalexins is reported. 2′-Aminonalogues of spirobrassinin, 1-methoxyspirobrassinin and 2,2′-diamino analogues of 1-methoxyspirobrassinol methyl ether were prepared by substitution of the methylsulphanyl group on the dihydrothiazole ring of corresponding phytoalexins. Final products were obtained by heating the phytoalexins wit ...
DOI:
10.1016/j.tet.2017.09.033

4. 3,14-Bis(4-formylphenyl)-17,17-di(n-pentyl)tetrabenzo[a,c,g,i]fluorene showing solvatochromism and crystallochromism in fluorescence

Author:
Masanori Ueki; Yusuke Kimura; Yuma Yamamoto; Jun-ich Nishida; Chitoshi Kitamura; Mirai Tanaka; Hiroshi Ikeda; Takeshi Kawase
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
chemical reactions; chemical structure; fluorenes; fluorescence; methylene chloride; optical properties; prediction
Abstract:
... The substituent effect on optical properties of 3,14-diphenyl-17,17-di(n-pentyl)tetrabenzofluorene derivatives bearing electron-withdrawing groups (NC, CH3OCO, CH3SO2, and OHC) at 4-position of the phenyl groups were investigated. These compounds were readily prepared by using Suzuki–Miyaura cross-coupling as a key step. The 4-cyano, 4-methoxycarbonyl, and 4-methylsulfonyl derivatives display inte ...
DOI:
10.1016/j.tet.2017.01.014

5. 3-Methyl-4-nitro-5-isatylidenyl-isoxazoles as 1,3-dipolarophiles for synthesis of polycyclic 3,3′-pyrrolidinyl-dispirooxindoles and their biological evaluation for anticancer activities

Author:
Bing Lin; Wen-Hui Zhang; Dan-Dan Wang; Yi Gong; Qi-Di Wei; Xiong-Li Liu; Ting-Ting Feng; Ying Zhou; Wei-Cheng Yuan
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
antineoplastic activity; chemical elements; chemical reactions; chemical structure; organic compounds; proline
Abstract:
... Developed herein is a diversity-oriented one-pot multicomponent synthesis of polycyclic 3,3′- pyrrolidinyl-dispirooxindoles 3via a multicomponent 1,3-dipolar cycloaddition event of 3-methyl-4-nitro-5-isatylidenyl-isoxazoles 2 with azomethine ylides (thermally generated in situ from isatins and proline or thioproline). Products bearing four consecutive stereocenters consist of two oxindole moieties ...
DOI:
10.1016/j.tet.2017.07.011

6. 4-(Azulen-1-yl) six-membered heteroaromatics substituted in 2- and 6- positions with 2-(2-furyl)vinyl, 2-(2-thienyl)vinyl or 2-(3-thienyl)vinyl moieties

Author:
Liviu Birzan; Mihaela Cristea; Constantin C. Draghici; Victorita Tecuceanu; Anamaria Hanganu; Eleonora-Mihaela Ungureanu; Alexandru C. Razus
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
ammonium acetate; chemical reactions; chemical structure; metal ions; perchlorates; pyridines; redox potential
Abstract:
... The synthesis of pyrylium and pyridinium salts and pyridines with azulene-1-yl moieties in position 4 and two 2-heteroarylvinyl groups in positions 2 and 6 was accomplished. The pyrylium salts were obtained starting from pyranones and pyridines could be prepared from these salts by treating them with ammonium acetate. The general procedures for the synthesis of pyridinium salts, which occur with g ...
DOI:
10.1016/j.tet.2017.03.035

7. 4-Aminoantipyrine in carbohydrate research: Design, synthesis and anticancer activity of thioglycosides of a novel class of 4-aminoantipyrines and their corresponding pyrazolopyrimidine and pyrazolopyridine thioglycosides

Author:
Galal H. Elgemeie; Mamdouh A. Abu-Zaied; Samah A. Loutfy
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
antineoplastic activity; antipyrine; breasts; chemical reactions; chemical structure; colon; colorectal neoplasms; cytotoxicity; humans; liver; liver neoplasms; neoplasm cells; nuclear magnetic resonance spectroscopy; sodium; spectral analysis
Abstract:
... A convenient method for the synthesis of antipyrine, pyrazolopyrimidine and pyrazolopyridine thioglycosides was developed. This study reports a novel and efficient method for the synthesis of thioglycosides of a novel class of 4-aminoantipyrines 6a,b; 13a,b and their corresponding pyrazolopyrimidine thioglycosides 7a,b; 9a,b and pyrazolopyridine thioglycosides 14a,b; 16a,b. These series of compoun ...
DOI:
10.1016/j.tet.2017.08.024

8. 5-Nitroso-1,3-diphenyltetrazolium salt as a mediator for the oxidation of alcohols

Author:
Yuta Matsukawa; Tsunehisa Hirashita; Shuki Araki
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
X-radiation; acetonitrile; alcohols; carbonyl compounds; chemical structure; nitric acid; oxidation
Abstract:
... We describe the synthesis of a mesoion-derived nitroso compound, 5-nitroso-1,3-diphenyltetrazolium tetrafluoroborate (1), and its application in the oxidation of alcohols. The structure of 1 was fully characterized by X-ray analysis, showing that it exists as a monomer in the solid state. In the cyclic voltammetric analysis of 1, a reversible redox peak was observed at 0.43 V (vs. Ag/Ag+ in MeCN) ...
DOI:
10.1016/j.tet.2017.08.055

9. Access to polysubstituted naphthalenes and anthracenes via a retro-Diels–Alder reaction

Author:
Esra Turan Akin; Musa Erdogan; Arif Dastan; Nurullah Saracoglu
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
alkenes; anthracenes; chemical reactions; chemical structure; naphthalene; physicochemical properties
Abstract:
... Naphthalene and anthracene nuclei are present in several natural and synthetic compounds. Due to their unique physical and chemical properties, access to functionalized naphthalenes and anthracenes has attracted the attention of both synthetic and medicinal chemists over the decades. In this study, successive Diels–Alder/retro-Diels–Alder reactions of dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate w ...
DOI:
10.1016/j.tet.2017.07.058

10. Acetonitrile-dependent oxyphosphorylation: A mild one-pot synthesis of β-ketophosphonates from alkenyl acids or alkenes

Author:
Xi Chen; Xiaolan Chen; Xu Li; Chen Qu; Lingbo Qu; Wenzhu Bi; Kai Sun; Yufen Zhao
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
acetonitrile; air; alkenes; carboxylic acids; chemical reactions; chemical structure; copper sulfate; oxygen; synthesis
Abstract:
... An efficient one-pot synthesis of β-ketophosphonates has been developed, via the reaction of α,β-alkenyl carboxylic acids or alkenes with H-phosphonates and air oxygen, catalyzed by CuSO4·5H2O in CH3CN. CH3CN plays a decisive role, probably by forming an active oxygen complex [(MeCN)nCuII-O-O·]. ...
DOI:
10.1016/j.tet.2017.03.026

11. Acrylamide in Rauhut-Currier reaction; intramolecular isomerization of activated alkenes for quinolone synthesis

Author:
Kishor Chandra Bharadwaj
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
acrylamides; alkenes; chalcone; chemical structure; isomerization; polymers; quinolones
Abstract:
... Acrylamides are fundamental Michael acceptors which have been used profoundly in synthetic, medicinal and polymer chemistry. However, due to their lower reactivity they have been least used in Morita-Baylis-Hillman (MBH) reaction and have been out of its vinylogus version Rauhut Currier (RC) reaction. Herein, use of acrylamide in RC reaction is being presented. Intramolecular RC reaction followed ...
DOI:
10.1016/j.tet.2017.08.002

12. Acylphloroglucinol derivatives from the twigs and leaves of Callistemon salignus

Author:
Xu-Jie Qin; Hui Liu; Qian Yu; Huan Yan; Jin-Feng Tang; Lin-Kun An; Afsar Khan; Qi-Run Chen; Xiao-Jiang Hao; Hai-Yang Liu
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
Callistemon; Escherichia coli; Staphylococcus aureus; alpha-phellandrene; antibacterial properties; branches; chemical reactions; chemical structure; circular dichroism spectroscopy; cytotoxicity; drug resistance; inhibitory concentration 50; leaves; minimum inhibitory concentration; models; nuclear magnetic resonance spectroscopy; spectral analysis
Abstract:
... Three new acylphloroglucinol derivatives, callisalignones A–C (1–3), six new meroterpenoids, callisalignenes A–F (4–9), along with 18 known analogues (10–27) were isolated from the twigs and leaves of Callistemon salignus. Their structures and absolute configurations were established by comprehensive spectroscopic evidences (NMR, MS, amd electronic circular dichroism calculations). The absolute co ...
DOI:
10.1016/j.tet.2017.01.052

13. Alkene ozonolysis

Author:
Thomas J. Fisher; Patrick H. Dussault
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
alkenes; chemical structure; ozonolysis
Abstract:
... The synthetic application of alkene ozonolysis is reviewed. Emphasis is placed on the scope of potential transformations, traditional and emerging reaction protocols and technologies, comparisons with other oxidations, and safety. ...
DOI:
10.1016/j.tet.2017.03.039

14. Amine-mediated synthesis of amides from 1,3-dicarbonyl compounds through a domino diazo transfer/aminolysis process

Author:
Taíssa A. Costin; Luiz G. Dutra; Adailton J. Bortoluzzi; Marcus M. Sá
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
aldehydes; amides; aminolysis; catalysts; chemical structure; diazo compounds; esters; primary amines; secondary amines
Abstract:
... The dual role of amines as both catalysts and substrates for the synthesis of diazo compounds or carboxamides from 1,3-dicarbonyl compounds is described herein. In the presence of a suitable diazo transfer agent, primary and cyclic secondary amines act as basic catalysts for the diazo transfer reaction to malonates, β-keto esters, and β-diketones. Depending on the structure of the 1,3-dicarbonyl c ...
DOI:
10.1016/j.tet.2017.06.013

15. Application of oxa-aza[3.3.3]propellanes in the diastereoselective synthesis of indeno[1,2-b]pyrroles bearing bistriazole unit

Author:
Abdolali Alizadeh; Sara Basiri Abarghoei; Fahimeh Bayat; Mohammadreza Halvagar; Long-Guan Zhu
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
chemical structure; chlorides; cycloaddition reactions; ethanol; hydroxyl radicals; pyrroles; trimethylamine
Abstract:
... A highly efficient procedure for the construction of indeno[1,2-b]pyrroles bearing bistriazole unit from hydrazonoyl chlorides and oxa-aza[3.3.3]propellanes in EtOH in the presence of Et3N is reported. The reaction is supposed to proceed through a 1,3-dipolar cycloaddition reaction and ring opening process. Two new cycles and four new CN bonds are formed in this transformation. The reaction scope ...
DOI:
10.1016/j.tet.2017.08.029

16. Aryne formation via the hexadehydro Diels-Alder reaction and their Ritter-type transformations catalyzed by a cationic silver complex

Author:
Sourav Ghorai; Daesung Lee
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
chemical structure; cycloaddition reactions; nitriles; silver
Abstract:
... Despite their electrophilic nature, arynes are not known to react with nitriles under typical conditions for their formation. We demonstrated, however, that structurally diverse arynes could be generated via the hexadehydro Diels-Alder reaction and trapped with nitriles to induce the Ritter-type reaction when catalyzed by a cationic silver species. Presumably, under these conditions, the transient ...
DOI:
10.1016/j.tet.2017.02.008

17. Asymmetric Michael addition reaction organocatalyzed by stereoisomeric pyrrolidine sulfinamides under neat conditions. A brief study of self-disproportionation of enantiomers

Author:
Gloria Reyes-Rangel; Jorge Vargas-Caporali; Eusebio Juaristi
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
chemical reactions; chromatography; enantiomers; organic compounds; sulfur
Abstract:
... This paper describes the synthesis of all four possible stereoisomers of the pyrrolidine sulfinamides derived from (S)-proline or (R)-proline and either enantiomer of t-butylsulfinamide. These bifunctional derivatives were examined as organocatalysts in the asymmetric Michael addition reaction, finding that the pyrrolidine stereocenter, rather than the stereogenic sulfur, is responsible for the ob ...
DOI:
10.1016/j.tet.2017.05.016

18. Asymmetric approach towards the total synthesis of (+)-actinopyllic acid

Author:
Fei Xue; Tao Xiao; Min Li; Kai-Fang Zhang; Li-Ping He; Yong Qin; Xiao-Yu Liu; Dan Zhang
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
chemical reactions; chemical structure; organic compounds
Abstract:
... This paper describes our efforts towards the asymmetric total synthesis of (+)-actinophyllic acid. Starting from the chiral oxazolidinone 9, an azocino [4,3-b]indolyl intermediate (5) possessing the A/B/C ring system and the C16 quaternary stereogenic center of actinophyllic acid has been synthesized. Key steps include a LHMDS-promoted condensation to establish the critical C2–C16 bond and a succe ...
DOI:
10.1016/j.tet.2017.02.058

19. Asymmetric carbonyl-ene reaction of trifluoropyruvate catalyzed by Pd(II)-SunPhos complex

Author:
Lili Jiang; Bei Hu; Xiaomin Xie; Zhaoguo Zhang
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
alcohols; catalysts; chemical reactions; chemical structure; toluene
Abstract:
... An efficient asymmetric carbonyl-ene reaction of trifluoropyruvate catalyzed by chiral Pd(II)/(S)-SunPhos complex was developed. A series of optically active homoallylic alcohols containing a CF3 group were obtained with high yields and excellent ee under mild conditions. Particularly, the reaction of isobutylene and trifluoropyruvate gave the desired product (90% yield, 98% ee) with catalyst load ...
DOI:
10.1016/j.tet.2017.10.044

20. Asymmetric cross-benzoin condensation promoted by a chiral triazolium precatalyst bearing a pyridine moiety

Author:
Takahiro Soeta; So Mizuno; Yuichi Hatanaka; Yutaka Ukaji
Source:
Tetrahedron 2017 pp. -
ISSN:
0040-4020
Subject:
aldehydes; chemical reactions; enantiomers; ketones; pyridines; salts
Abstract:
... Cross-benzoin condensation catalyzed by NHC, prepared from chiral triazolium salts bearing a pyridine ring, afforded α-hydroxy ketones with reasonable chemical yields and enantioselectivities. A wide range of aliphatic and aromatic aldehydes were successfully used in the reaction. ...
DOI:
10.1016/j.tet.2017.05.001