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SYNTHESIS

1747

G. H. Elgemeie,* S. H. Sayed

Journal of Synthetic Organic Chemistry

2001 No. 12 September

1772

(n-Bu4N)2S2O8 RO MeCN RO MeOH O NaOMe ROH

F.-E. Chen,* X.-H. Ling, Y.-P. He, X.-H. Peng

1775 An Expedient Synthesis of 1-[3-(Dimethylamino)propyl]-5-methyl-3-phenyl-1H-indazole (FS32) - An Antidepressant

J.-P. Yeu, J.-T. Yeh, T.-Y. Chen,* B.-J. Uang*

N O

R OH CH3 N O

Ph

H3C N R N

Ph

R = (CH2)3N(CH3)2

1778 Synthesis of Rofecoxib, (MK 0966, Vioxx® 4-(4¢-Methylsulfonylphenyl)-3-Phenyl-2(5H)-Furanone), a Selective and Orally Active Inhibitor of Cyclooxygenase-2

M. Thérien,* J. Y. Gauthier, Y. Leblanc, S. Léger, H. Perrier, P. Prasit, Z. Wang

O S O S O O

1780

N COOR HO S OR2 HO S

D. Löwik, L. C. Tisi,* J. A. H. Murray, C. R. Lowe

Papers

Synthesis of 6-Hydroxybenzothiazole-2-carboxylic Acid

N

COOR

Short Papers

Tetrabutylammonium Peroxydisulfate in Organic Synthesis; XI. A Novel and Selective Approach to the Oxidative Deprotection of Allyl Ethers with Tetrabutylammonium Peroxydisulfate

Review

Synthesis and Chemistry of Dithioles

IV

Table of Contents

1784

Papers

Observations on the DDQ Oxidation of 1-Acyldihydropyridines ­ A Synthetic Application

D. J. Wallace,* A. D. Gibb,* I. F. Cottrell, D. J. Kennedy, K. M. J. Brands, U. H. Dolling

N

O O R1 R2MgX PhO R2 R1 N O DDQ N One isomer R2 O R1

PhOCOCl CuBr.DMS

Mixture of isomers

1790 Synthesis of Triketide d-Lactones

S.-J. Kim, H.-Y. Kang,* D. H. Sherman

O O

+

OR

SmI2, -78oC

OH

and

OH

Xc Br

O

O

O

O

Xc = Evans' Oxazolidinone

1794 Syntheses of Novel Carbazolylacetylene-Derived Macrocycles

S. Maruyama,* H. Hokari, T. Wada, H. Sasabe*

R N R N R N N R R N

N R R N N R

N R

N R N R N R

1800 Connecting Metalation and Intramolecular Inverse Diels­Alder Strategies of 1,2,4-Triazines: A Short and Efficient Synthesis of 1-Azafluorenones

T. Hundsdorf, H. Neunhoeffer*

1806 Syntheses of 4-Benzylpyridones via Nucleophilic Aromatic Substitutions

Y. L. Janin,* C. Huel, M. Legraverend, A.-M. Aubertin, E. Bisagni

O ( )1, 2 O ( )1, 2 OH N CN N OH CN

1812 A Simple Access to Indolino-Azepines ­ A New Halochromic System for Information Recording

Y. Ma, C. Weber, T. Hartmann, H. Dürr,* C. Krüger, J. Kossanyi

Table of Contents

V

1818

M. Subat, B. König*

1826 Amberlyst® 15 as a Mild, Chemoselective and Reusable Heterogeneous Catalyst for the Conversion of Carbonyl Compounds to 1,3-Oxathiolanes

R. Ballini,* G. Bosica, R. Maggi,* A. Mazzacani, P. Righi, G. Sartori

O R R1

Amberlyst® 15 CH2Cl2

O R

S R1

HO

SH

1830 Pentadienyl Type Lithium and Potassium Species: The Regioselectivity of their Reactions with Electrophiles

M. Schlosser,* A. Zellner, F. Leroux

El

(1.) "superbase" THF (2.) El-X (1.) LisC4H9 THF (2.) El-X (1.) LisC4H9 THF (2.) El-X

El

Regioselectivities are generally good to excellent

El

1837 Regioselective Synthesis of Stable 2-(Trifluoromethyl)-2,3-dihydro-1H-pyrrol-2-ols and Derived Fluorinated Heterocycles

O. A. Attanasi, P. Filippone,* B. Guidi, F. Mantellini, S. Santeusanio*

O R1O CH3 N N O R2 O O CF3

+

R3

O R1O R3

CH3 O N NH R2 R1O R3

O

CH3 O N NH R2 R1O or F3C

O

CH3 O N NH R2

O HO CF3

O

CF3

O

CH3

1846 Iodine Mediated Lactonization of Terpenic 3-Hydroxy Acids

T. Fujita,* N. Hanyu, T. Mino, M. Sakamoto

O (+)-Camphor CH3COOH / Li-Nap. THF OH COOH 6 I2 (0.2 equiv.) MeCN O O 14

1851 One-Pot Preparation of Pyranoquinolinones by Ytterbium(III) Trifluoromethanesulfonate-Catalyzed Reactions: Efficient Synthesis of Flindersine, N-Methylflindersine, and Zanthosimuline Natural Products

Y. R. Lee,* H. I. Kweon, W. S. Koh, K. R. Min, Y. Kim, S. H. Lee

O O

N

O

N

O

R R=H Flindersine R=Me N-Methylflindersine

Zanthosimuline

Papers

N-Arylation of 1,4,7,10-Tetraazacyclododecanes

VI

Table of Contents

1856

Papers

New Chiral Macrocyclic Di-imines Containing Tetrapyrrole and Tripyrrane Subunits

K. Gunst, S. Seggewies, E. Breitmaier*

NH H N N NH H N N N H N N N H N

3a, 3b

5a, 5b

1861 Chemistry of 2-Arylhydrazonopropanals: Novel Synthesis of 1,6-Dihydropyridazines and 5-Heteroaryl Substituted Pyrazolo[1,5-a]Pyrimidines and Pyrazolo[3,4-b]Pyridines

M. M. Abdel-Khalik, S. M. Agamy, M. H. Elnagdi*

1866 Selective Hydrolysis of Aliphatic Dinitriles to Monocarboxylic Acids by a Nitrilase from Arabidopsis thaliana

F. Effenberger,* S. Oßwald

1873 Synthesis of Halogen Substituted Analogues of Tröger's Base

J. Jensen, K. Wärnmark*

Hal R NH2 (CH2O)n TFA, r.t. Hal R N Hal

N R

Hal = I, Br, Cl, F; R = CH3, H

1878 C-Vinylation of 1-Vinylpyrroles with Benzoylacetylene on Silica Gel

B. A. Trofimov,* Z. V. Stepanova, L. N. Sobenina, A. I. Mikhaleva, I. A. Ushakov, V. N. Elokhina

1883 A Highly Diastereoselective Synthesis of trans-paraMenthanic Epoxyesters

M.-J. Bourgeois, M. Campagnole, E. Montaudon*

Table of Contents

VII

1888

O S t-Bu b) CH3CN, 80 °C c) Zn, NH4Cl trans or cis ee > 96% H a) Co2(CO)8 O

J. C. Carretero,* J. Adrio

Synthesis Alerts

1897

Author Index

Abdel-Khalik, M. M. 1861 Adrio, J. 1888 Agamy, S. M. 1861 Attanasi, O. A. 1837 Aubertin, A.-M. 1806 Ballini, R. 1826 Bisagni, E. 1806 Bosica, G. 1826 Bourgeois, M.-J. 1883 Brands, K. M. J. 1784 Breitmaier, E. 1856 Campagnole, M. 1883 Carretero, J. C. 1888 Chen, F.-E. 1772 Chen, T.-Y. 1775 Cottrell, I. F. 1784 Dolling, U. H. 1784 Dürr, H. 1812 Effenberger, F. 1866 Elgemeie, G. H. 1747 Elnagdi, M. H. 1861 Elokhina, V. N. 1878 Filippone, P. 1837 Fujita, T. 1846

Gauthier, J. Y. 1778 Gibb, A. D. 1784 Guidi, B. 1837 Gunst, K. 1856 Hanyu, N. 1846 Hartmann, T. 1812 He, Y.-P. 1772 Hokari, H. 1794 Huel, C. 1806 Hundsdorf, T. 1800 Janin, Y. L. 1806 Jensen, J. 1873 Kang, H.-Y. 1790 Kennedy, D. J. 1784 Kim, S.-J. 1790 Kim, Y. 1851 Koh, W. S. 1851 König, B. 1818 Kossanyi, J. 1812 Krüger, C. 1812 Kweon, H. I. 1851 Leblanc, Y. 1778 Lee, S. H. 1851 Lee, Y. R. 1851

Léger, S. 1778 Legraverend, M. 1806 Leroux, F. 1830 Ling, X.-H. 1772 Lowe, C. R. 1780 Löwik, D. W. P. M. 1780 Ma, Y. 1812 Maggi, R. 1826 Mantellini, F. 1837 Maruyama, S. 1794 Mazzacani, A. 1826 Mikhaleva, A. I. 1878 Min, K. R. 1851 Mino, T. 1846 Montaudon, E. 1883 Murray, J. A. H. 1780 Neunhoeffer, H. 1800 Oßwald, S. 1866 Peng, X.-H. 1772 Perrier, H. 1778 Prasit, P. 1778 Righi, P. 1826

Sakamoto, M. 1846 Santeusanio. S. 1837 Sartori, G. 1826 Sasabe, H. 1794 Sayed, S. H. 1747 Schlosser, M. 1830 Seggewies, S. 1856 Sherman, D. H. 1790 Sobenina, L. N. 1878 Stepanova, Z. V. 1878 Subat, M. 1818 Thérien, M. 1778 Tisi, L. C. 1780 Trofimov, B. A. 1878 Uang, B.-J. 1775 Ushakov, I. A. 1878 Wada, T. 1794 Wallace, D. J. 1784 Wang, Z. 1778 Wärnmark, K. 1873 Weber, C. 1812 Yeh, J.-T. 1775 Yeu, J. P. 1775 Zellner, A. 1830

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Asymmetric Pauson­Khand Cyclizations of 1-Sulfinylenynes

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