Examples of new synthetic routes to pendant ester-ether derivatives of ?-hydroxymethylacrylate polymers

Synthetic routes to o-carboxyphenyl derivatives of certain heterocyclic compounds, required for testing as plant growth regulators, were investigated. The preparation of 2-(5-phenyl-1,3,4-oxadiazol-2- yl)benzoic acid (3), 2-(5-phenyl-1,3,4-thiadiazol-2-yl)benzoic acid (4), 2-(5-phenyl-1H-1,2,4-triazol-3-yl)benzoic acid (5), 2-(3-phenyl- 1,2,4-oxadiazol-5-yl)benzoic acid (6), 2-(2-phenylthiazol-4-yl)benzoic acid (7), 2-(3-phenylisoxazol-5-yl)benzoic acid (8), 2-(5- phenylisoxazol-3-yl)benzoic acid (9) and chloro derivatives of (3), (4), (8) and (9) is described.

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Synthesis of new, highly luminescent bis(2,2’-bithiophen-5-yl) substituted 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.10.165 ◽

2014 ◽

Vol 10 ◽

pp. 1596-1602 ◽

Cited By ~ 17

Author(s):

Anastasia S Kostyuchenko ◽

Vyacheslav L.Yurpalov ◽

Aleksandra Kurowska ◽

Wojciech Domagala ◽

Adam Pron ◽

...

Keyword(s):

Good Yield ◽

Ring Closure ◽

Quantum Yields ◽

Synthetic Approach ◽

Structural Elements ◽

Target Molecule ◽

Synthetic Strategy ◽

Donor Acceptor ◽

Synthetic Routes ◽

Derivatives Of

A new synthetic approach towards the preparation of functionalised, soluble, donor–acceptor (DA) alkylbithiophene derivatives of oxadiazole, thiadiazole and triazole is reported. Taking advantage of the Fiesselmann reaction, reactive bithiophene synthons having alkyl or alkoxy substituents at designated positions are prepared. Following a synthetic strategy, featuring the bottom-up approach, sequential structural elements are built, starting from a simple thiophene compound, until the target molecule is obtained, all in good yield. Supplementing the well established methods of oxadiazole and thiadiazole synthesis, efficient ring closure reaction affording a 4H-1,2,4-triazole unit is presented. All target ambipolar compounds display strong photoluminescence with measured quantum yields up to 0.59. Modification of the demonstrated synthetic routes may be exploited for the preparation of longer, specifically functionalised oligothiophenes, coupled to other heteroaromatic cores.

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ChemInform Abstract: SYNTHETIC ROUTES TO DERIVATIVES OF POLYCYCLIC AROMATIC HYDROCARBONS USING ISOBENZOFURANS AS TRANSIENT REACTIVE INTERMEDIATES

Chemischer Informationsdienst ◽

10.1002/chin.198039156 ◽

1980 ◽

Vol 11 (39) ◽

Author(s):

J. G. SMITH ◽

S. S. WELANKIWAR ◽

B. S. SHANTZ ◽

E. H. LAI ◽

N. G. CHU

Keyword(s):

Polycyclic Aromatic Hydrocarbons ◽

Aromatic Hydrocarbons ◽

Reactive Intermediates ◽

Polycyclic Aromatic ◽

Synthetic Routes ◽

Derivatives Of

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Synthetic Plant Growth Regulators. The Synthesis of C-o-Carboxyphenyl Derivatives of Pyrimidine

Australian Journal of Chemistry ◽

10.1071/ch9790669 ◽

1979 ◽

Vol 32 (3) ◽

pp. 669 ◽

Cited By ~ 10

Author(s):

RLN Harris ◽

JL Huppatz ◽

T Teitei

Keyword(s):

Plant Growth ◽

Benzoic Acid ◽

Plant Growth Regulators ◽

Growth Regulators ◽

Acid Chloride ◽

Pyrimidine Ring ◽

Synthetic Routes ◽

Derivatives Of

Synthetic routes to o-carboxyphenyl derivatives of pyrimidine, required for testing as potential plant growth regulators, are described. 2-(4-Phenylpyrimidin-2-yl)benzoic acid (3), 2-(2-phenylpyrimidin- 4-yl)benzoic acid (4) and 2-(2-phenylpyrimidin-5-yl)benzoic acid (5) were prepared by utilizing amide-acid chloride intermediates in the generation of the pyrimidine ring in each instance.

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Synthetic routes to isotopologues of acetylated derivatives of deoxynivalenol to be used in stable isotope dilution assays

World Mycotoxin Journal ◽

10.3920/wmj2011.1379 ◽

2012 ◽

Vol 5 (3) ◽

pp. 297-302 ◽

Cited By ~ 2

Author(s):

S. Asam ◽

M. Rychlik

Keyword(s):

Stable Isotope ◽

Isotope Dilution ◽

Stable Isotope Dilution ◽

Advantages And Disadvantages ◽

Contaminated Food ◽

Food And Feed ◽

Acetyl Group ◽

Stable Isotope Dilution Assays ◽

Synthetic Routes ◽

Derivatives Of

The isomers 3-O-acetyl- and 15-O-acetyldeoxynivalenol (3-ADON and 15-ADON) are intermediates of deoxynivalenol (DON) biosynthesis. Both compounds are present along with DON in contaminated food and feed, but they are not analysed routinely. This review describes synthetic routes to stable isotope labelled 3-ADON and 15-ADON that can be used as internal standards in stable isotope dilution assays. The label was introduced either as [2H3]-acetyl or [13C2]-acetyl group in all protocols. Regioselective acetylation can be obtained by the use of protection groups or stepwise acetylation and hydrolysis. Advantages and disadvantages of both strategies are discussed.

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Isomerizations Akin to the Dimroth Rearrangement. V. Bis-s-triazolo[4,3-α:4',3'-c]pyrimidines and Related Systems

Australian Journal of Chemistry ◽

10.1071/ch9791585 ◽

1979 ◽

Vol 32 (7) ◽

pp. 1585 ◽

Cited By ~ 20

Author(s):

DJ Brown ◽

T Nagamatsu

Keyword(s):

Degradation Product ◽

Dimroth Rearrangement ◽

System 2 ◽

Synthetic Routes ◽

System 1 ◽

Derivatives Of

Synthetic routes to the parent compounds and/or simple methylated derivatives of bis-s-triazolo[4,3-a:4',3'-c]pyrimidine (1), bis-s-triazolo[l,S-a:4',3'-clpyrimidine (2) and bis-s-triazolo[4,3-a:1',5-c]- pyrimidine (3) are reported. Structures are confirmed by unambiguous syntheses and/or N.M.R. spectral comparisons with known s-triazolo[4,3-a]pyrimidines and their [1,5-a], [4,3-c] and [1,5-c] isomers. Several ill-based structural assignments in the literature are corrected or confirmed. The systems (1)-(3) are unexpectedly stable towards rearrangement in acid or alkali but system (1) does undergo a thermal Dimroth-like rearrangement into system (2). Attempts to prepare an abnormal bis-s-triazolopyrimidine, e.g. (13), from pyrimidine-4,6-diyldihydrazine (12a) are shown to yield only intermediates for, or a degradation product from, the postulated system.

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