Pyri dines

Some of the substances used to denature ethanol include methanol benzene pyri dine castor oil and gasoline... 

Acyl transfer from an acid an hydride to an alcohol is a standard method for the prep aration of esters The reaction IS subject to catalysis by either acids (H2SO4) or bases (pyri dine)... 

From acyl chlorides (Sections 15 8 and 20 4) Alcohols react with acyl chlorides by nucleo philic acyl substitution to yield esters These reactions are typi cally performed in the presence of a weak base such as pyri dine... 

Furo[3,4-d]pyridazine-1,4-diones synthesis, 4, 985 Furopyridazines, 4, 984 Furo[2,3-6]pyridine, 3-amino-synthesis, 4, 977 Furo[2,3-6]pyridine, 4-methyl-synthesis, 4, 976 Furo[2,3-6]pyridine, 6-methyl-synthesis, 4, 976 Furo[2,3-6]pyridine, 5-nitro-synthesis, 4, 977 Furo[3,2-c]pyridine, 4-allyl-synthesis, 4, 982 Furopyri dines H NMR, 4, 983 physical data, 4, 983 properties, 4, 982 synthesis, 4, 974-982 UV spectroscopy, 4, 983 Furo[6]pyri dines HMO data, 4, 975 Furo[2,3-6]pyri dines synthesis, 4, 974-977 7, 512 Furo[3,2-6]pyri dines C NMR, 4, 982 synthesis, 4, 648, 981 Furo[c]pyri dines HMO data, 4, 976 Furo[2,3-c]pyri dines synthesis, 4, 977 Furo[3,2-c]pyri dines nitration, 4, 983 synthesis, 4, 978-981 Furo[3,4-c]pyri dines synthesis, 4, 982 Furo[3,2-c]pyridin-3-ols synthesis, 4, 980 Furo[2,3-6]pyridin-6-ones synthesis, 4, 976 Furo[3,4-c]pyridin-4-ones synthesis, 4, 982... 

Oxazolo[5,4-6]pyridine, 2-phenyl-applications, 6, 668 Oxazolo[3,2-a]pyri dines synthesis, 5, 121 6, 662 3ff-Oxazolo[3,4-a]pyridines partially saturated... 

DMAP = 4-dimethylaminopyridine (lO" times more effective than pyri- dine) ... 

The infrared spectra of amino- and methylamino-pyri-dines and -quinolines show absorption bands that are charcteristic of monosubstituted-pyridine " or -quinoline rings and of the amino group. Changes in the infrared and ultraviolet spectra of amino-... 

Tire use of nitro synthons for the preparation of nitronaphthyridines and their derivatives has been extensively studied and has found widespread application. Most known nitro compounds have been synthesized using these methods and nearly all of them use an aminopyridine or (substituted amino)pyri-dine as starting material for the construction of the nitronaphthyridine ring. Tliese synthetic methods can be divided into four categories. 

Cyclization of 3-cyano-2-[(3-hydroxypropyl)amino]-5-(4-pyridyl)pyri-dine-l -oxide (298) in POCI3 yielded 9-cyano-7-(4-pyridyl)-3,4-dihydro-2/f-pyrido[],2-n]-pyrimidine I -oxide (299) (94EJM175). After heating 3-cyano-4-trifluoromethyl-6-phenyl-2-[(3-hydroxypropyl- and 3-hydroxybutyl)-amino] pyridines in boiling POCI3 for 1 h, the product was treated with aqueous NH4OH to yield 6-phenyl-8-trifluoromethyl-9-cyano-3,4-dihydro-2//-pyr-ido-[l,2-n]pyrimidine and its 4-methyl derivative (01CHE329). 

In many cases, however, the ortho isomer is the predominant product, and it is the meta para ratio which is close to the statistical value, in reactions both on benzenoid compounds and on pyri-dine. " There has been no satisfactory explanation of this feature of the reaction. One theory, which lacks verification, is that the radical first forms a complex with the aromatic compound at the position of greatest electron density that this is invariably cither the substituent or the position ortho to the substituent, depending on whether the substituent is electron-attracting or -releasing and that when the preliminary complex collapses to the tr-complex, the new bond is most likely to be formed at the ortho position.For heterocyclic compounds such as pyridine it is possible that the phenyl radical complexes with the nitrogen atom and that a simple electronic reorganization forms the tj-complex at the 2-position. 

Reviews dealing with a specific reaction or property from the heterocyclic point of view have been rarer—tautomerism (continued from Volume 1), free radical substitution, metal catalysts and pyri-dines, acid-catalyzed polymerization of pyrroles, and diazomethane reactions have been covered in this volume. 

The participation of a monomer molecule in the initiation step of polymerization has not been required in the examples described so far. Tris(thiocyanato) tris(pyri-dine) iron(III) complex forms a complex with methyl methacrylate [46]. By subjecting the compound to UV radiation, the complex decomposes to give SCN as the initiating radical. 

The mechanism of attack of 1,3-dipolar reagents on fluoroalkenes can be considered to be either stepwise or concerted. Heteroaromatic N-imines react by a stepwise 1,3 addition to perfluoroalkenes and -alkynes to give fluorinated pyrazolo[l,5-a]pyridines [82JCS(P1)1593]. Pyridinium /-butoxycarbonylmethylide with fluoroalkenes gave pyrrolo[l,2-a]pyri-dines [86JCS(P 1) 1769] and indolizines (22) are obtained with pyridinium phenacylide [91JFC(51)407]. 

The heterocycles can be cleaved by reaction with 4-(dimethylamino)pyri-dine, yielding Lewis base-stabilized monomeric compounds of the type dmap—M(R2)E(Tms)2 (M = Al, Ga E = P, As, Sb, Bi). This general reaction now offers the possibility to synthesize electronically rather than kinetically stabilized monomeric group 13/15 compounds. These can be used for further complexation reactions with transition metal complexes, leading to bimetallic complexes of the type dmap—M(Me2)E(Tms)2—M (CO) (M = Al, Ga E = P, As, Sb M = Ni, Gr, Ee). 

Detailed NMR conformational analysis of y -peptides 139-141 (Fig. 2.35) in pyri-dine-d5 revealed that y-peptides as short as four residues adopt a 2.6-hehcal fold stabilized by H-bonds between C=0 and NH +3 which close 14-membered pseudocycles [200, 201]. The 2.614-helical structure of a low energy conformer of y-hex-apeptide 141 as determined from NMR measurements in pyridine-d5 [200], is shown in Fig. 2.36A and B). Determination of the structure of y" -peptides in CD3OH was hampered by the much lower dispersion of the diasterotopic H-C(a) protons compared to their dispersion in pyridine-d5. However, the characteristic and properly resolved i/ir-2 NOE crosspeacks between H-C(y) and NH +2 in the NH/H-C(y) region of the ROESY spectrum were an indication that the 2.6-helical structure is at least partially populated in CD3OH. 

Dehalogenation of aromatic amines using catalytic hydrogenolysis takes place easily, usually without the reduction of C=C, COO, C=N, and N02 groups.454,455 The hydrogenolysis of 5-bromo-3-(l-methyl-2-pyrrolidinyl)pyri-dine (38) on Pd/C in EtOH produces nicotine hydrobromide (39) (Scheme... 

Dissolve an oligosaccharide or glycan having a reducing end to be modified in 2 1 pyri-dine/glacial acetic acid (vol/vol) with a total reaction volume of 10-100 pi. If the carbohydrate initially is insoluble in the reaction solution, a prior dissolution in a minimal amount of DMSO or water can be done and then an aliquot transferred to the reaction medium. 

This is the first example of a [4+2] cydoaddition involving a pyrazole ring it is a new, interesting, and versatile approach to the preparation of pyrazolo-[3,4-fe]-pyri-dines. 

Boduzek, B. and Wieczorek, J.S., A new method for the preparation of pyri-dine-4-phosphonic acids, Synthesis, 452, 1979. 

Introduction of electron-accepting hi thieno[3,2-6 2, 3 -e]pyri dine units resulted in copolymer 308 with ca. 0.5 V lower reduction potential compared to the parent homopolymer PFO 195 [398]. Upon excitation at 420 nm (A ax =415 nm), copolymer 308 exhibited blue-green emission with two peaks at 481 and 536 nm. Preliminary EL studies of an ITO/PEDOT/308/A1 device showed two peaks positioned as in the PL spectra. The PLED exhibited low turn-on voltage ( 4 V) but at higher voltages of 6-9 V, a slight increase in the green component was observed (Chart 2.83). 

Platinum(IV) species have been conveniently synthesized from the reaction between halogens and platinum(II) sulfoxide complexes (6). Studies of the redox properties of such complexes show that they have a particularly high redox potential. Thus, the redox potentials for Eq. (38) are 0.872 V (R = Me) and 0.877 V (R = Et), measured at 25°C (I = 0.1 M). For comparison, the equivalent redox potential for [Pt(pyri-dine)Cls]- is 0.809 V (349). 

The reaction of cephalosporanic acid (1598) and cyclopenteno(6)pyri-dine in a 3 1 mixture of water and acetone in the presence of potassium iodide and ascorbic acid at 66-68°C for 4 hr gave the pyridiniumceph-3-ene-4-carboxylate derivative (1599) in 14% yield (84GEP3316796). 

The arylborane, or heteroarylborane (8 mmol), TBA-Br (1.28 g, 4 mmol), powdered KOH (11.8 g), the haloarene (12 mmol) and Pd(Ph3P)4 (0.46 g, 0.4 mmol) are refluxed in THF under N2 for 8 h. EtOAc (100 ml) is added to the cooled mixture and the organic mixture is washed with brine (40 ml) and dried (MgS04). Evaporation under reduced pressure and chromatography from silica gives the biaryl system [e.g. 3-(2-pyridyl)pyri-dine, 85% 3-(3-pyridyl)pyridine, 82% 3-(5-methoxycarbonyl-2-pyridyl)pyridine, 63% 3-(6-methoxy-2-pyridyl)pyridine, 77% 3-(2-thienyl)pyridine, 75%]. 

Some recent work has made several heterocondensed furo[3,2-c]pyri-dines accessible. Starting compounds are the aldehydes of furo[3,2-c]pyri-dines, which are converted into the azides 203 (Scheme 75). Reaction with triphenylphosphane furnishes the iminophosphoranes 204, which are finally cyclized with phenyl isocyanate to afford the substituted pyrrolo[2, 3 4,5]-furo[3,2-c]pyridines 205 (92M807 94H1695). 

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