Oxidative cyclization in the synthesis of 5‐ and 6‐membered N,O‐heterocycles

The versatility and potential of oxidative cyclization in the synthesis of 5‐ and 6‐membered N‐ and/or O‐heterocycles is presented through judiciously selected examples.© 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:642–670, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10200     

Photodesulfurization of 2,4‐diaryl‐1,2, 4‐triazole‐3‐thiones

Irradiation of triazole thiones in thin‐film reactor furnished the corresponding desulfurized triazoles in good yield. The required triazole thiones were synthesized from the respective acid hydrazide and isothiocyanate. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:269–272, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10140     

A facile approach to phosphonic acid diesters

The symmetric H‐phosphonates of carbohydrate and other compounds were conveniently prepared by direct transesterification of the corresponding monohydroxylic compounds with diphenyl phosphite. The approach has the merits of mild reaction conditions and high yields. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:208–210, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10130     

Studies on reactivity of ketosulfones

The cycloaddition of diazomethane, cyclocondensation of hydrazine hydrate, and cyclopropanation of TMSOI to 1‐aroyl‐2‐styrylsulfonylethenes were studied and different novel products thereby obtained were characterized with spectral parameters. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:155–159, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10117     

Selective phosphorylation of dihydroquercetin with trivalent phosphorus reagents

Characteristic features of phosphorylation of dihydroquercetin with trivalent phosphorus reagents were studied. Preparative methods for regioselective phosphorylation were found. The most important chemical properties of dihydroquercetin phosphites and cyclophosphites were studied. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:399–403, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10115     

A convenient synthesis of diacyl sulfides using a novel sulfur transfer reagent

Various diacyl sulfides were synthesized by reaction of acyl chlorides with LiAlHSH. Reaction of glutaryl chloride with LiAlHSH afforded glutaric thioanhydride. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:633–635, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10217     

Synthesis of N‐aryl S‐alkylthiocarbamates

Several N‐aryl S‐alkylthiocarbamates were synthesized by reactions of isocyanates with LiAlHSH and then with alkyl halides. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:374–378, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10163     

Synthesis of novel thia‐oxadiazolophanes

The novel thia‐1,3,4‐oxadiazolophanes were synthesized regioselectively from 1,4‐bis(5‐mercapto‐1,3,4‐oxadiazol‐2‐yl)butane and various 1,ω‐dihaloalkanes in presence of potassium hydroxide. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:273–275, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10141     

Cyclo[bis(1,7‐naphthylenedialkylamidophosphites)]

The possibility of regioselective cyclobisphosphorylation of nonsymmetrical bisphenols was shown for the 1,7‐dihydroxynaphthalene–phosphorous acid triamide system. The structure and essential chemical properties of the first nonsymmetrical phosphacyclophane were studied. New data demonstrating peculiar features of bisphenol diamidophosphites were obtained. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:404–412, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10143     

Conversion of 2(3H)‐furanones into 1,3,4‐oxadiazoles

A series of 2‐phenyl‐5‐alkenyl‐1,3,4‐oxadiazoles were synthesized in high yields from the corresponding dicarbonylhydrazides through cyclodehydration. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:570–574, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10197     

Reaction of nitrile oxides with vinylphosphonate: A facile,regioselective approach to 5‐phosphonyl‐4, 5‐dihydroisoxazoles

A series of 5‐phosphonyl‐4,5‐dihydroisoxazoles was synthesized from nitrile oxides and diethylvinylphosphonate under very mild conditions in good yields. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:254–257, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10136     

M. Nath,S. Phokaria,X. Song,G. Eng,M. Gielen,M. Kemmer,M. Biesemans,R. Willem and D. de Vos, ‘New organotin(IV) derivatives of dipeptides as models for metal–protein interactions: in vitro anti‐tumour activity’ Applied Organometallic Chemistry 2003; 17(5): 305–314

The original article to which these Errata refer was published in the journal Applied Organometallic Chemistry 2003; 17 (5): 305–314. Copyright © 2003 John Wiley & Sons, Ltd.     

Cycloaddition of nitrile oxides to substituted vinylphosphonates

Cycloaddition of nitrile oxides to substituted vinylphosphonates was performed. A series of 4,5‐dihydroisoxazoles containing phosphonyl group were synthesized under very mild condition in excellent regiospecificity. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:309–311, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10149     

Synthesis of α‐aminophosphinates by the hydrophosphinylation of imines

Numerous substituted α‐aminophosphinates were synthesized by addition of alkyl and phenyl H‐phosphinates to aromatic imines and characterized. Modest diastereoselectivity was observed in the reaction. The size of the substituents exerts a small effect on the diastereoselectivity of P C bond formation. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:235–240, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10133     

Novel cyclization of dimeric dianions of anils or aldehydes with triphosgene: A safe and efficient synthesis of substituted imidazolidin‐2‐ones and 4,5‐diaryl‐1,3‐dioxolan‐2‐ones

The reaction of Schiff bases or aldehydes with samarium diiodide in dry THF, followed by addition of triphosgene, gives substituted imidazolidin‐2‐ones and 4,5‐diaryl–1,3‐dioxolan‐2‐ones, respectively, in moderate to good yields under mild conditions. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:46–49, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10065     

Syntheses of cyanoselenoamides and diselenoamides: Conversion into selenazoles and selenazines

Reactions of dicyano compounds with a potassium selenocarboxylate afforded the corresponding cyanoselenoamides and diselenoamides in good yields of experimentally determined ratios. The obtained cyanoselenoamides were allowed to react with potassium selenocarboxylate, again to afford the corresponding diselenoamides in higher yields. The cyanoselenoamides and diselenoamides were investigated as substrates for preparations of selenazoles and selenazines. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:106–110, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10111     

C‐phosphorylated pyrrolylcarbaldehydes

Application of N,N‐dimethylhydrazone protective group for synthesis of C‐phosphorylated aldehydes of the pyrrole series was studied. Removal of the hydrazone protection in monophosphorylated pyrrolylcarbaldehyde hydrazones occurs smoothly, while in biphosphorylated derivatives it results in nitrile formation. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:258–261, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10137     

Cycloaddition of bis‐1,3‐dipolar reagents to 1,3‐diarylprop‐2‐en‐1‐ones

Bis pyrazolines and isoxazolines were prepared by 1,3‐dipolar cycloaddition of benzene‐1,3/1,4‐dicarboxaldehyde dihydrazones and dioximes to 1,3‐diaryl‐prop‐2‐en‐1‐ones. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:379–383, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10169     

One‐step transformation of ammonium dialkyl phosphoroselenoates into dialkyl phosphoramidates

Ammonium dialkyl phosphoroselenoates are directly converted into the dialkyl phosphoramidates by iodosobenzene and iodoxybenzene. The inversion of configuration at the phosphorus atom, using model diastereoisomeric ammonium cis‐ and trans‐2‐oxo‐2‐seleno‐4‐methyl‐1,3,2‐dioxaphosphinan system, was observed. The mechanistic scheme of this transformation is discussed. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:121–127, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10110     

A report on the 29th symposium on heteroatom chemistry of the chemical society of Japan

The 29th domestic Chemical Society of Japan Symposium on Heteroatom Chemistry was held in Hiroshima during the period of December 12–14, 2002, under the management of Tetsuo Otsubo of Hiroshima University. About 250 chemists from various academic institutes and industries enjoyed four plenary lectures, 44 oral presentations, and 53 poster presentations. © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:387–398, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10186