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Abstract
Graphical Abstract Section
Abstract
Synth. Commun. 2006, 36, 2087
FORMATION OF 1,2,5‐OXADIAZOLE, ISOXAZOLE, ISOTHIAZOLE, 1,2,3‐TRIAZOLE, AND PYRROLE RINGS FROM N‐(5,5‐DIMETHYL‐3‐OXOCYCLOHEXENYL)‐S,S‐DIPHENYLSULFILIMINE
Masahiko Takahashi, Shinji Onda, and Nobuaki Matsumoto
Department of Materials Science, Faculty of Engineering, Ibaraki University, Hitachi, Ibaraki, Japan
Addition of electrophiles to sulfilimine 6 followed by thermal or photochemical cyclization to 8, 10a–b, 12, 14, 15, and 18.
Abstract
Synth. Commun. 2006, 36, 2097
RAPID MICROWAVE‐PROMOTED CATALYST‐ AND SOLVENT‐FREE SUZUKI‐TYPE COUPLING REACTION
Jie Yan,1 Weixiao Hu,2 and Wei Zhou2
1College of Chemical Engineering and Materials Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, China
2College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, Zhejiang, China
The catalyst‐ and solvent‐free Suzuki coupling reaction of sodium tetraphenylborate with hypervalent iodonium salts was achieved under microwave irradiation in the absence of a base. A convenient method for formation of carbon–carbon bonds afforded good yields in a short time.
Abstract
Synth. Commun. 2006, 36, 2103
SYNTHESIS OF HETEROCYCLIC THIOUREA COMPOUNDS WITH AMINO ACID SIDE CHAIN AS NONNUCLEOSIDE INHIBITORS OF HIV‐1 REVERSE TRANSCRIPTASE
T. K. Venkatachalam and F. M. Uckun
Departments of Chemistry, Virology, and Immunology, Parker Hughes Institute, St. Paul, Minnesota, USA
Paradigm Pharmaceuticals, LLC, St. Paul, Minnesota, USA
Ikaros Enterprises, Hudson, Wisconsin, USA
Heterocyclic thioureas having an amino acid ester side chain were prepared in two steps with overall yields of 65–85%. Condensation of a substituted heterocyclic amine with thiocarbonyldiimidazole, followed by treatment with an amino acid methyl ester hydrochloride in DMF, yielded the desired heterocyclic thioureas as crystalline solids.
Abstract
Synth. Commun. 2006, 36, 2113
PREPARATION OF DIAMINES OF ADAMANTANE AND DIAMANTANE FROM THE DIAZIDES
Matthew C. Davis and David A. Nissan
Chemistry and Materials Division, Michelson Laboratory, Naval Air Warfare Center Weapons Division, China Lake, California, USA
A novel synthetic method for preparing diaminodiamondoids from diazidodiamondoids starting from the hydrocarbons is described.
Abstract
Synth. Commun. 2006, 36, 2121
PREPARATION OF SOME SUBSTITUTED TEREPHTHALIC ACIDS
S. Branion and V. Benin
Department of Chemistry, University of Dayton, Dayton, Ohio, USA
Abstract
Synth. Commun. 2006, 36, 2129
SELECTIVE PHENOL ALKYLATION: AN IMPROVED PREPARATION OF EFAPROXIRAL
Joanne E. Anderson, Roman Davis, Russ N. Fitzgerald, and Jannine M. Haberman
GlaxoSmithKline Chemical Development, Research Triangle Park, North Carolina, USA
Abstract
Synth. Commun. 2006, 36, 2135
SYNTHESIS AND SPECTROSCOPIC PROPERTIES OF A COVALENTLY LINKED PORPHYRIN–FULLERENE C60 DYAD
M. Elisa Milanesio and Edgardo N. Durantini
Departamento de Química, Universidad Nacional de Río Cuarto, Río Cuarto, Argentina
Porphyrin–fullerene C60 dyad 6 was conveniently synthesized by 1,3‐dipolar cycloaddition. Dyad 6 is a promising architecture with potential application as photoactive organic material.
Abstract
Synth. Commun. 2006, 36, 2145
SCALABLE PROCESS FOR 4‐(2‐HYDROXY‐2‐METHYL)‐ETHYL‐BENZYLAMINE
John L. Tucker,1 Michel Couturier,2 Michael J. Castaldi,2 Charles K. F. Chiu,2 and Detlef Gestmann3
1Chemical Research & Development, Pfizer Inc., La Jolla Labs, San Diego, CA, USA
2Chemical Research & Development, Pfizer Inc., Groton, CT, USA
3CarboGen Laboratories AGSchachenallee 29, Switzerland
The preparation of the title compound has been revisited and improved. Starting from inexpensive cuminonitrile, 4‐(2‐hydroxy‐2‐methyl)‐ethyl‐benzylamine is obtained in a scalable two‐step process with an overall yield of 55%.
Abstract
Synth. Commun. 2006, 36, 2151
EFFICIENT SYNTHESIS OF BIFENAZATE
Gaik‐Lean Chee
Crompton Co./Cie, Guelph, Ontario, Canada
The synthesis of bifenazate using a two‐step procedure has been accomplished with an overall yield of 26%.
Abstract
Synth. Commun. 2006, 36, 2157
FACILE ONE‐POT SYNTHESIS OF 3‐{2‐[5‐HYDROXY‐4‐(2‐HYDROXY‐ETHYL)‐3‐METHYL‐PYRAZOL‐1‐YL]‐THIAZOL‐4‐YL}‐CHROMEN‐2‐ONES VIA A THREE‐COMPONENT REACTION
V. Rajeswar Rao and P. Vijaya Kumar
Department of Chemistry, National Institute of Technology, Warangal, India
Reaction of 3‐(2‐bromo‐acetyl)‐chromen‐2‐one with thiosemicarbazide and 2‐acetylbutyro lactone in anhydrous ethanol gave 3‐{2‐[5‐hydroxy‐4‐(2‐hydroxy‐ethyl)‐3‐methyl‐pyrazol‐1‐yl]‐thiazol‐4‐yl}‐chromen‐2‐one in good yields.
Abstract
Synth. Commun. 2006, 36, 2163
CATION‐EXCHANGE RESINS: EFFICIENT HETEROGENEOUS CATALYSTS FOR FACILE SYNTHESIS OF DIBENZOXANTHENE FROM β‐NAPHTHOL AND ALDEHYDES
Sachin B. Patil, Ramakrishna P. Bhat, and Shriniwas D. Samant
Organic Chemistry Research Laboratory, University Institute of Chemical Technology, N. M. Parekh Marg, Matunga, Mumbai, India
Abstract
Synth. Commun. 2006, 36, 2169
SYNTHESIS OF FUSED TETRAZOLO [1,5‐C] PYRROLO[3,2‐E]PYRIMIDINES AND THEIR REDUCTIVE CONVERSION TO NEW 4‐AMINOPYRROLO[2,3‐D]PYRIMIDINES
Nirmal D. Desai
Loyala Center for Research and Development, St. Xavier's College, Navrangpura, Ahmedabad, India
Abstract
Synth. Commun. 2006, 36, 2183
REDUCTIVE DEOXIMATION OF ARYLOXIMES INTO HYDROCARBONS BY HYDRAZINE/KOH: A NOVEL APPLICATION OF THE WOLFF–KISHNER REDUCTION
H. M. Nanjundaswamy1 and M. A. Pasha2
1Chemical Examination Section, Public Health Institute, Bangalore, India
2Department of Studies in Chemistry, Central College Campus, Bangalore University, Bangalore, India
Abstract
Synth. Commun. 2006, 36, 2189
IODINE‐MEDIATED SYNTHESIS OF 2‐ARYLBENZOXAZOLES, 2‐ARYLBENZIMIDAZOLES, AND 1, 3, 5‐TRISUBSTITUTED PYRAZOLES
Shashikanth Ponnala and Devi Prasad Sahu
Division of Medicinal and Process Chemistry, Central Drug Research Institute, Lucknow, India
Abstract
Synth. Commun. 2006, 36, 2195
SIMPLE METHOD FOR THE PREPARATION OF DIMETHYL ACETALS FROM KETONES WITH MONTMORILLONITE K 10 AND P‐TOLUENESULFONIC ACID
Horacio Mansilla,1,* and David Regás2
1Instituto de Productos Naturales y Agrobiología del C.S.I.C., Avda. Fco. Sánchez 3, La Laguna, Tenerife, Spain
2Instituto Universitario de Bioorgánica “Antonio González,” Universidad de la Laguna, La Laguna, La Laguna, Tenerife, Spain
A simple method for conversion of ketones to their corresponding dimethyl acetals using montmorillonite K 10 and p‐toluenesulfonic acid as acidic cocatalysts under very mild reaction conditions is described.
Abstract
Synth. Commun. 2006, 36, 2203
SIMPLE SYNTHESIS OF VERSATILE COUMARIN SCAFFOLDS
Laura Polito, Massimiliano Cravini, Laura Poletti, and Luigi Lay
Dipartimento di Chimica Organica e Industriale, Centro Interdisciplinare Studi bio‐molecolari e applicazioni Industriali (CISI), Università degli Studi di Milano, Milan, Italy
Abstract
Synth. Commun. 2006, 36, 2211
P2O5/SiO2‐CATALYZED ONE‐POT SYNTHESIS OF AMIDES FROM KETONES VIA SCHMIDT REACTION UNDER MICROWAVE IRRADIATION IN DRY MEDIA
Hossein Eshghi1 and Asadollah Hassankhani2
1Department of Chemistry, Ferdowsi University of Mashhad, Mashhad, Iran
2Department of Chemistry, Sistan and Baluchestan University, Zahedan, Iran
Abstract
Synth. Commun. 2006, 36, 2217
SYNTHESIS OF 3‐ARYL‐5‐METHYL 4‐SUBSTITUTED [1,2,4]TRIAZOLES
Johan Lindström and Martin H. Johansson
Medicinal Chemistry, Local Discovery CNS and Pain Control, Astra Zeneca Research and Development Södertälje, Södertälje, Sweden
Abstract
Synth. Commun. 2006, 36, 2231
BIFUNCTIONALIZED ALLENES, VII: TWO METHODS FOR ONE‐POT SYNTHESIS OF SULFONYL‐FUNCTIONALIZED ALLENECARBOXYLATES AND PHOSPHORYLATED ALLENES
Valerij C. Christov and Jordanka G. Ivanova
Department of Chemistry, University of Shumen, Shumen, Bulgaria
Abstract
Synth. Commun. 2006, 36, 2245
CONVERGENT ONE‐POT SYNTHESIS OF 3‐SUBSTITUTED QUINAZOLIN‐4(3H)‐ONES UNDER SOLVENT‐FREE CONDITIONS
Kurosh Rad‐Moghadam, Manoochehr Mamghani, and Laleh Samavi
Department of Chemistry, Guilan University, Rasht, Iran
3‐Substituted quinazolin‐4(3H)‐ones (3) were synthesized via a one‐pot reaction of isatoic anhydride with formic acid and a primary amine in the absence of solvent under microwave irradiation.
Abstract
Synth. Commun. 2006, 36, 2253
SHORT SYNTHESIS OF PULCHELLALACTAM
Jean‐Paul Hermet, Virginie Caubert, and Nicole Langlois
Institute of Organic Chemistry, CNRS, Gif‐sur‐Yvette, France
A new, very short route to synthesize pulchellalactam is described.
