3- Hydroxymethyl-4- aryl

In a much more recent report, conveniently O-protected a-hydroxymethyl aryl ketones were also successfully employed as Michael donors in the conjugate addition to methyl acrylate and acrylonitrile using a cinchonine-based ammonium salt as catalyst. Bis-quinidine-based ammonium salt 105 has also shown to be useful in the reaction of cyclic p-ketoesters to methyl and ethyl acrylate. ... 

Borohydride reduction of 3-aryl-l,2-benzisothiazole 1,1-dioxides gives the 2,3-dihydro compounds 73JMC1170). Reduction of either 2-methylsaccharin or 2-hydroxymethylsac-charin with lithium aluminum hydride gives the same product, iV-methyl-o-hydroxymethyl-benzenesulfonamide (73AHC(15)233). 

Imidazole, 2-amino-1 -methyl-4,5-diphenyl-tautomerism, 5, 368 Imidazole, 2-aroyl-mass spectra, 5, 360 synthesis, 5, 391, 402 UV spectra, 5, 356 Imidazole, 4-aroyl-synthesis, 5, 474 Imidazole, C-aroyl-UV spectra, 5, 356 Imidazole, aryl-nitration, 5, 396, 433 oxidation, 5, 433 Imidazole, 1-aryl-dipole moments, 5, 351 dearylation, 5, 449 ethylation, 5, 448 H NMR, 5, 353 hydroxymethylation, 5, 404 rearrangement, 5, 108 synthesis, 5, 390 thermal rearrangement, 5, 363 Imidazole, 2-aryl-chlorosulfonation, 5, 397 synthesis, 5, 475 Imidazole, 4-aryl-bromination, 5, 399 Imidazole, C-aryl-electrophilic substitution, 5, 432-433 nitration, 5, 433 Imidazole, N-aryl-reactions, 5, 448-449 structure, 5, 448-449 Imidazole, arylmercapto-... 

Isothiazolidine, 2-aIkyl-3-hydroxymethyl-1,1-dioxide oxidation, 6, 166 Isothiazolidine, I-aryl-1-oxide... 

PREPARATION OF N-ARYL-5R-HYDROXYMETHYL-2-OXAZOLIDINONES FROM N-ARYL CARBAMATES N-PHENYL-(5R)-HYDROXYMETHYL- 2-OXAZOLIDINONE... 

Bei N-Aryl-carbamidsaureestern werden dagegen die N-Hydroxymethyl-amine erhalten z.B.1 ... 

Hydroxy-butyl)-l-( -hydroxy-benzyl)- 296 Hydroxylamino- 474, 682 4-Hydroxylamino-l-athylthio- 684 Hydroxylamino-alk(aryl)oxy- 684 2-Hydroxylamino-1 -isopropenyl- 698 4-Hydroxyl amino-1 -methyl- 683 4-Hydroxylamino-1 -methylthio- 684 2-Hydroxylamino-l-nitro- 562 2-Hydroxylamino-l-[penten-(l)-yl-(2)J- 698 4-Hydroxylamino-l-phenylthio- 684 4-Hydroxylamino-1 -sulfonyl- 683 Hydroxymethyl- 499... 

The bromine atom of 4-aryl-2-(4-bromobutyl)-2,3,5,6,7,8-hexahydro-177- ancj -perhydropyrido[l,2-c]pyrimidine-l,3-diones was displaced with 4-substituted piperazines <2002FES959, 2004APH139, 2004PHA99>. Heating 3-hydroxymethyl derivatives of epimeric 6-methyl-l,3,4,6,7,llb-hexahydro-277-pyrimido[6,l-,2]isoquinolin-2-ones 152 resulted in the formation of the 3-unsubstituted derivatives 153 by loss of CH20 (Equation 26) <1997LA1165>. 

The mechanism of the stereoselective syntheses of (K)-3-aryl-5-(hydroxy-methyl)oxazolidinones via the Mannenin reaction of aryl carbamic acid esters with (Jt)-glycidyl butyrate has been explored in detail by Brickner et al. [60]. Namely, N-lithiated carbamate derivatives of anilines are allowed to react with the commercially available (K)-glycidyl butyrate (96-98% enantiomeric excess ee) under appropriate conditions to obtain enantiomerically pure (Jt)-3-aryl-5-(hydroxymethyl)oxazolidinones in 85-99% yields, according the pathways depicted in Scheme 19. 

Compounds which are of interest in this context include 4-oxadiazolylpyrid-azines (35, R = cyclopropyl, Et) [117], 6-aryloxy-2-hydroxyalkyI-3(27/)-pyri-dazinones [118], 3-halo-6-hydrazinopyridazines of type (36, R = substituted amino) [119], Ar-2-isoxazolylmethyl-substituted 3-iminopyridazines (37) [ 120], carbamates derived from 3,6-bis(hydroxymethyl)-4-pyridazinones (38, R = alkyl, Ph) [121], and iminodihydropyridazine derivatives (39, R1 = acyl R2 = H,MeS R3 = aryl) [122, 123]. In Hungary, antidepressant activity has been observed with some 3,6-disubstituted pyridazines of type (40) [124]. 

Chlorine, Antimony trichloride, Tetramethylsilane, 4047 Chlorine, 2-Chloroalkyl aryl sulfides, Lithium perchlorate, 4047 Sulfur tetrafluoride, 2-(Hydroxymethyl)furan, Triethylamine, 4350 Titanium, Halogens, 4919... 

For the synthesis of perfectly dendronized sohd-phase polymers (Fig. 7.4) various dendritic structures were prepared based on amide connections [6]. For example, the naturally occurring amino acid lysine was used as a building block in creating a dendritic scaffold [33]. The synthesis of symmetrical tri-branching den-drimers on aminomethyl polystyrene macrobeads was also described in literature [34]. Recently, aryl ether dendrimers were prepared on hydroxymethyl polystyrene using a Mitsunobu reaction with 3,5-bis(acetoxymethyl)phenol [35]. 

Finally, the synthesis of 4//-3,l-benzoxazines 239 via a tandem aza-Wittig reaction (Scheme 89) should be mentioned. Carbodiimide 238 or isocyanate generated by an intramolecular aza-Wittig reaction bears an o-hydroxymethyl group on the A(-aryl substituent this OH attacks the carbodiimide C intramolecularly with cyclization to give a 3,1-benzoxazine (91S21). 

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