Graphical Abstracts

Abstract Graphical Abstract Section Synth. Commun. 2007, 37, 877 CONVENIENT SYNTHESIS OF 1‐ARYLMETHYL‐2‐NAPHTHOLS Nawal K. Paul, Lindsay Dietrich, and Amitabh Jha Department of Chemistry, Acadia University, Wolfville, NS, Canada Synth. Commun. 2007, 37, 889 THERMOLYSIS AND [3+2]‐CYCLOADDITION REACTIONS OF 2,3‐DIFERROCENYL‐ AND 2,3,‐DIRUTHENOCENYLCYCLOPROPENONES Elena I. Klimova, Tatiana Klimova Berestneva, Ruben A. Toscano, Jose M. Méndez Stivalet, and Marcos Martínez Garcia Universidad Nacional Autónoma de México, Coyoacán, México 2,3‐Diferrocenyl‐ and 2,3‐diruthenocenylcyclopropenone undergo thermolysis at ∼180°C with opening of the small ring via ketenocarbenes. Intramolecular transformation of the latter occurs with elimination of CO to yield dimetallocenylacetylenes. Alternatively, they enter into 1,3‐dipolar cycloaddition reactions with C≡C or C˭C multiple bonds to give cyclopentadienone or cyclopentenone derivatives, respectively. Synth. Commun. 2007, 37, 901 IMPROVED SYNTHESES OF N‐DESMETHYLCITALOPRAM AND N,N‐DIDESMETHYLCITALOPRAM Chunyang Jin, Karl G. Boldt, Kenneth S. Rehder, and George A. Brine Organic and Medicinal Chemistry, Science and Engineering Group, Research Triangle Institute, PO Box 12194, Research Triangle Park, USA An improved and efficient synthesis of N‐desmethylcitalopram (2) and N,N‐didesmethylcitalopram (3) is described. The method involved N‐demethylation of citalopram (1) using 1‐chloroethyl chloroformate to give 2 in 87% yield. N,N‐Didesmethylcitalopram (3) was prepared in 57% yield from 5‐bromophthalide. Synth. Commun. 2007, 37, 909 PREPARATION OF A ZINC MONOCYSTEINE COMPOUND David J. Tate Jr.1 and David A. Newsome2 1Tate Analytical Services, Bridge City, Louisiana, USA 2St. Luke's Cataract and Laser Institute, Tarpon Springs, Florida, USA Both zinc and the amino acid cysteine play important roles in biological function, including antioxidant protection and tissue repair. We attempted to prepare a (1:1) zinc-cysteine complex using l‐cysteine and zinc metal. Zinc metal was added to a solution of l‐cysteine and refluxed with constant stirring. Product was selected by filtration, and after evaporation precipitation was subjected to elemental analysis, 1H‐NMR and mass spectroscopy. The novel compound has one molecule of zinc conjugated to one molecule of cysteine. Synth. Commun. 2007, 37, 915 4‐SUBSTITUTED ORTHO‐(SILYLATED PHENYL)SYDNONES VIA A LITHIATION‐INDUCED SILICON MIGRATION AND SUBSEQUENT REACTION WITH ELECTROPHILES Kenneth Turnbull and Imad F. Nashashibi Chemistry Department, Wright State University, Dayton, Ohio, USA Synth. Commun. 2007, 37, 921 SOLVENT‐FREE CLAISEN CONDENSATION OF ISOPHORONE AND VERBENONE WITH PARA‐HYDROXYETHYLAMINOBENZALDEHYDES Matthew C. Davis and Aaron J. Sathrum Chemistry and Materials Division, Michelson Laboratory, Naval Air Warfare Center, China Lake, California, USA A solvent-free Claisen condensation between isophorone or verbenone on two para-hydroxyethylaminobenzaldehydes is described. The method provides the condensation products quickly and, in most cases, without chromatography. Synth. Commun. 2007, 37, 927 SIMPLE AND EFFICIENT METHOD FOR THE SYNTHESIS OF δ‐CHLOROESTERS FROM TETRAHYDROFURAN AND ACYL CHLORIDES IN THE PRESENCE OF CATALYTIC IODINE M. A. Pasha K. Manjula Department of Studies in Chemistry, Central College Campus, Bangalore University, Bangalore, India Acyl chlorides and dry tetrahydrofuran (THF) in the presence of catalytic amounts of iodine at 25°C give δ-chloroesters in excellent yields. Synth. Commun. 2007, 37, 933 GREEN SYNTHESIS OF TETRAALKYLAMMONIUM TRIBROMIDE USING CERIUM(IV) AMMONIUM NITRATE (CAN) AS OXIDANT Ruli Borah and Ashim Jyoti Thakur Chemical Sciences Department, Tezpur University, Tezpur‐Assam, India Synth. Commun. 2007, 37, 941 UDCAT‐5: A NOVEL AND EFFICIENT SOLID SUPERACID CATALYST FOR CLAISEN REARRANGEMENT OF SUBSTITUTED ALLYL PHENYL ETHERS Ganapati D. Yadav and Sharad V. Lande Department of Chemical Engineering, University Institute of Chemical Technology (UICT), University of Mumbai, Matunga, Mumbai, India The Claisen rearrangement of allyl phenyl ethers is a fundamental reaction in organic synthesis with a variety of applications in perfumes, flavors, pharmaceuticals, agrochemicals, polymers, fine chemicals, and intermediate industries. The development of environmentally benign processes using solid acid catalysts is becoming an area of growing interest. It was accomplished in an efficient, economical, environmentally friendly manner and was 100% selective toward alllyl phenols by employing UDCaT-5 as solid acid catalyst. Synth. Commun. 2007, 37, 947 SYNTHESIS OF NOVEL N‐MORPHOLINOACETYL‐2,6‐DIARYL PIPERIDIN‐4‐ONES G. Aridoss, S. Balasubramanian, P. Parthiban, and S. Kabilan Department of Chemistry, Annamalai University, Annamalainagar, Tamil Nadu, India 2,6-Diarylpiperidin-4-ones, upon strategical N-chloroacetylation followed by base-catalyzed condensation with morpholine, afforded an efficient route to novel N-morpholinoacetyl-2,6-diarylpiperidin-4-ones. Synth. Commun. 2007, 37, 959 ASYMMETRIC HYDROGENATION OF ETHYL PYRUVATE USING LAYERED DOUBLE HYDROXIDES–SUPPORTED NANO NOBLE METAL CATALYSTS Mannepalli Lakshmi Kantam, Karasala Vijay Kumar, and Bojja Sreedhar Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Hyderabad, India Enantioselective hydrogenation of ethyl pyruvate to ethyl lactate using layered double hydroxides–supported noble metal catalysts has been described. Synth. Commun. 2007, 37, 965 EFFICIENT APPROACH TO 4‐BENZYL‐5,5‐DIMETHYLDIHYDROFURANONES: TOTAL SYNTHESIS OF (±)‐SOLAFURANONE A. Srikrishna, G. Satyanarayana, and Uday V. Desai Department of Organic Chemistry, Indian Institute of Science, Bangalore, India Synth. Commun. 2007, 37, 977 SYNTHESIS OF SOME NOVEL 2,3,4,8,9‐PENTAHYDRO‐7‐(4‐HALOARYL)‐PYRAZOLO[5,1‐E]BENZO[1,5]OXAZOCINES AND 2,3(ERYTHRO), 7,8‐TETRA-HYDRO‐2‐ARYL‐3‐(4‐FLUORO‐3‐METHYLBENZOYL)‐6‐(4‐HALOARYL)PYRAZOLO[5,1‐D]BENZO[1,4]OXAZEPINES VIA SOLID–LIQUID PTC Vijai N. Pathak,1 Ragini Gupta,2 Ranjana Tiwari,1 Rekha Gupta,1 Vineeta Sareen,1 and Bindu Varshney1 1Centre for Advanced Studies, Department of Chemistry, University of Rajasthan, Jaipur, India 2Department of Chemistry, Malaviya National Institute of Technology, Jaipur, India Compounds 5 and 6 were obtained via solid–liquid PTC heterocyclization of dihydropyrazoles 4. Synth. Commun. 2007, 37, 985 FACILE SYNTHESIS OF 1‐ARYL‐2‐PROPANONES FROM AROMATIC AMINE Li Li,1,2 Hongbiao Chen,2 and Yuanbin Lin2 1School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan, China 2College of Chemistry, Xiangtan University, Xiangtan, Hunan, China A facile synthesis of aryl propanones using aromatic amines as precursors, via improved an Meerwein arylation reaction under mild conditions, is reported. Synth. Commun. 2007, 37, 993 ACID‐PROMOTED THIOACETALIZATION IN WATER USING 2‐(1,3‐DITHIAN‐2‐YLIDENE)MALONIC ACID AS AN ODORLESS AND EFFICIENT THIOACETALIZATION REAGENT Yan Ouyang, Dewen Dong, Yongjiu Liang, Yanyan Chai, and Qun Liu Department of Chemistry, Northeast Normal University, Changchun, China Synth. Commun. 2007, 37, 1001 SYNTHESIS OF N‐ARYL‐2‐SUBSTITUTED TETRAHYDROBENZIMIDAZOLES VIA DIRECT N‐ARYLATION Mei‐Ying Li, He Liu, and Bo‐Hua Zhong Department of Medicinal Chemistry, Beijing Institute of Pharmacology and Toxicology, Beijing, China A new, simpler, and more expedient N-arylation of imidazoles was developed to synthesize a series of novel N-aryl-2-substituted tetrahydrobenzimidazoles with fair yield. Synth. Commun. 2007, 37, 1011 LIQUID‐PHASE SYNTHESIS OF METHYL (E)‐2‐NITROMETHYL‐2‐ALKENOATES BASED ON PEG‐SUPPORTED α‐PHENYLSELENOPROPIONATE Shou‐Ri Sheng, Shu‐Ying Lin, Qiong Wang, Xiao‐Ling Liu, and Min Lin College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, China An efficient procedure with operational simplicity for the liquid-phase synthesis of methyl (E)-2-nitromethyl-2-alkenoates in good yields and high purities from PEG-supported α-phenylselenopropionate is described. Synth. Commun. 2007, 37, 1019 PEG‐SUPPORTED SULFONIC ACID AS AN EFFICIENT AND RECYCLABLE CATALYST FOR THE SYNTHESIS OF 1,1‐DIACETATES UNDER SOLVENT‐FREE CONDITIONS Qiu‐Ying Wang, Shou‐Ri Sheng, Mei‐Hong Wei, Zhong‐Li Xie, and Xiao‐Ling Liu College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, P. R. China A mild, efficient and environmentally benign synthesis of 1,1‐diacetates in good yields by reaction of different aldehydes with acetic anhydride using recyclable PEG‐supported sulfonic acid as catalyst under solvent‐free conditions is reported. Synth. Commun. 2007, 37, 1027 ORNOCATALYTIC CONJUGATE ADDITION OF AZIDE ION TO α,β‐UNSATURATED ALDEHYDES Sung‐Gon Kim and Tae‐Ho Park Korea Research Institute of Chemical Technology, Daejeon, Korea Synth. Commun. 2007, 37, 1037 COMPARISON OF BASE‐PROMOTED AND SELF‐CATALYZED CONDITIONS IN THE SYNTHESIS OF ISOCYANATES FROM AMINES USING TRIPHOSGENE Yiannis C. Charalambides and Stephen C. Moratti Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, United Kingdom

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