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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2009 - Issue 2
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Original Articles

Catalytic Oxidative Esterification of Aldehydes and Alcohols Using KI–TBHP

K. Rajender Reddy Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Tarnaka, Hyderabad, IndiaCorrespondence[email protected] ; [email protected]
,
M. Venkateshwar Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Tarnaka, Hyderabad, India
,
C. Uma Maheswari Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Tarnaka, Hyderabad, India
&
S. Prashanthi Inorganic and Physical Chemistry Division, Indian Institute of Chemical Technology, Tarnaka, Hyderabad, India
Pages 186-195 | Received 17 Nov 2008, Published online: 29 Dec 2009

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Reza Teimuri-Mofrad, Keshvar Rahimpour, Hannaneh Rezaei, Hassan Valizadeh & Alireza Aghaiepour. (2018) Study of new synthesized ferrocenyl ionic liquids in oxidative esterification reaction. Synthetic Communications 48:12, pages 1425-1435.
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VikasS. Patil, M. Rajendar Reddy, Shyam Sundar Pal, Somesh Sharma & L. Krishnakanth Reddy. (2014) Silver-Mediated Mild Oxidation of Nitrogen-Containing Heteroaryl-2-methanols to Esters. Synthetic Communications 44:14, pages 2121-2127.
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R.K. Sharma & Chetna Sharma. (2010) Efficient Oxidative Methyl Esterification of Aldehydes By Silica-supported Manganese Complex: Clean and Recyclable Catalyst. Journal of Macromolecular Science, Part A 48:2, pages 155-163.
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Articles from other publishers (36)

A. S. Jeevan Chakravarthy, M. J. Madhura & V. Gayathri. (2023) A Novel Polymer Supported Copper(II) Complex as Reusable Catalyst in Oxidative Esterification. Catalysis Letters.
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Khyati Mistry & Prakash Chandra. (2022) Advanced copper based nanostructured materials for oxidative methylesterification reactions- A mini review. Materials Today: Proceedings 62, pages 7185-7188.
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Neha Dagar, Swati Singh & Sudipta Raha Roy. (2021) Copper Catalyzed‐TBHP/DTBP Promoted C(sp 2 )−H Bond Scission of Aldehydes: An Approach to Transform Aldehyde to Esters . Asian Journal of Organic Chemistry 10:8, pages 2238-2245.
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Prasanjit Ghosh, Bhaskar Ganguly & Sajal Das. (2021) NaI/KI/NH 4 I and TBHP as powerful oxidation systems: use in the formation of various chemical bonds . Organic & Biomolecular Chemistry.
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Norasidah Mohd JamJam, Yun Hin Taufiq Yap, Ernee Noryana Muhamad, Mohd Izham Saiman & Tawfik A. Saleh. (2019) Free solvent oxidation of molecular benzyl alcohol by newly synthesized AuPd/titania catalysts. Inorganic Chemistry Communications 107, pages 107471.
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Biao‐Lin Jiang, Bao‐Hua Xu, Meng‐Liang Wang, Zeng‐Xi Li, Dian‐Sheng Liu & Suo‐Jiang Zhang. (2018) Cobalt(II)/ N , N′ , N′′ ‐Trihydroxyisocyanuric Acid Catalyzed Aerobic Oxidative Esterification and Amidation of Aldehydes . Asian Journal of Organic Chemistry 7:5, pages 977-983.
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P. Santhosh Kumar, B. Ravikumar, K. Chinna Ashalu & K. Rajender Reddy. (2018) TBAI/TBHP mediated oxidative cross coupling of ketones with phenols and carboxylic acids: Direct access to benzofurans. Tetrahedron Letters 59:1, pages 33-37.
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V. P. Kashparova, E. N. Papina, I. I. Kashparov, I. Yu. Zhukova, I. B. Ilchibaeva & E. Sh. Kagan. (2017) One-pot electrochemical synthesis of acid anhydrides from alcohols. Russian Journal of General Chemistry 87:11, pages 2733-2735.
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Kamlesh Rudreshwar Balinge, Avinash Ganesh Khiratkar & Pundlik Rambhau Bhagat. (2017) Polymer supported Zn-salen complexes: An effective one-pot oxidative esterification of aldehydes to carboxylic esters. Journal of Molecular Liquids 242, pages 1085-1095.
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Kaveh Khosravi, Kobra Khalaji & Shirin Naserifar. (2017) Solvent- and Metal-free Oxidative Esterification of Aromatic Aldehydes Using Urea-2,2-dihydroperoxypropane as a New Solid Oxidant. Journal of the Chinese Chemical Society 64:3, pages 303-309.
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Ya-Fei Guo, Sajid Mahmood, Bao-Hua Xu, Xiao-Qian Yao, Hong-Yan He & Suo-Jiang Zhang. (2017) Oxidation of Aromatic Aldehydes to Esters: A Sulfate Radical Redox System. The Journal of Organic Chemistry 82:3, pages 1591-1599.
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William T. Hartwig & Tarek Sammakia. (2016) Doubly Vinylogous Aldol Reaction of Furoate Esters with Aldehydes and Ketones. The Journal of Organic Chemistry 82:1, pages 759-764.
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Eknath M. Gayakwad, Vilas V. Patil & Ganapati S. Shankarling. (2017) Amberlyst-15 catalysed oxidative esterification of aldehydes using a H 2 O 2 trapped oxidant as a terminal oxidant . New Journal of Chemistry 41:7, pages 2695-2701.
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Chanchal Bhaumik, Dominique Stein, Sandrine Vincendeau, Rinaldo Poli & Éric Manoury. (2016) Oxidation of alcohols by TBHP in the presence of sub-stoichiometric amounts of MnO2. Comptes Rendus Chimie 19:5, pages 566-570.
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G. Saidulu, R. Arun Kumar, T. Anitha, P. Santhosh Kumar & K. Rajender Reddy. (2016) TBAI/TBHP mediated oxidative cross coupling of aryl alkyl ketones with H-phosphonates and H-phosphine oxides in water: facile access to ketol phosphates and phosphinates. Tetrahedron Letters 57:15, pages 1648-1652.
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Yoo-Jin Kim & Cheol-Hong Cheon. (2015) Metal-Free Aerobic Oxidative Esterification of Aldehydes in the Presence of Cyanide. Bulletin of the Korean Chemical Society 36:8, pages 2055-2061.
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Igor B Krylov, Vera A Vil’ & Alexander O Terent’ev. (2015) Cross-dehydrogenative coupling for the intermolecular C–O bond formation. Beilstein Journal of Organic Chemistry 11, pages 92-146.
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Vineeta Panwar, Amer Al-Nafiey, Ahmed Addad, Brigitte Sieber, Pascal Roussel, Rabah Boukherroub & Suman L. Jain. (2015) Magnetic Co 3 O 4 /reduced graphene oxide nanocomposite as a superior heterogeneous catalyst for one-pot oxidative esterification of aldehydes to methyl esters . RSC Advances 5:108, pages 88567-88573.
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Nagireddy Veera Reddy, Pailla Santhosh Kumar, Peddi Sudhir Reddy, Mannepalli Lakshmi Kantam & Kallu Rajender Reddy. (2015) Synthesis of unsymmetrical phenylurea derivatives via oxidative cross coupling of aryl formamides with amines under metal-free conditions. New Journal of Chemistry 39:2, pages 805-809.
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Kajari Ghosh, Md. Asif Iqubal, Rostam Ali Molla, Ashutosh Mishra, Kamaluddin Kamaluddin & Sk Manirul Islam. (2015) Direct oxidative esterification of alcohols and hydration of nitriles catalyzed by a reusable silver nanoparticle grafted onto mesoporous polymelamine formaldehyde (AgNPs@mPMF). Catalysis Science & Technology 5:3, pages 1606-1622.
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Maryam Mirza-Aghayan, Somayeh Zonoubi, Mahdieh Molaee Tavana & Rabah Boukherroub. (2015) Ultrasound assisted direct oxidative esterification of aldehydes and alcohols using graphite oxide and Oxone. Ultrasonics Sonochemistry 22, pages 359-364.
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K. Rajendra Prasad, P. Suresh, B. Ravikumar, N. Veera Reddy & K. Rajender Reddy. (2014) Synthesis of functionalized carbamates and quinones via sequential oxidation of salicylaldehydes using TBHP as the oxidant. Tetrahedron Letters 55:46, pages 6307-6310.
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Kamal Krishna Rajbongshi, Manas Jyoti Sarma & Prodeep Phukan. (2014) A catalyst-free protocol for direct oxidative esterification of alcohols and aldehydes. Tetrahedron Letters 55:39, pages 5358-5360.
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Lianyue Wang, Jun Li, Wen Dai, Ying Lv, Yi Zhang & Shuang Gao. (2014) Facile and efficient gold-catalyzed aerobic oxidative esterification of activated alcohols. Green Chemistry 16:4, pages 2164.
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N. Veera Reddy, K. Rajendra Prasad, P. Sudhir Reddy, M. Lakshmi Kantam & K. Rajender Reddy. (2014) Metal free oxidative coupling of aryl formamides with alcohols for the synthesis of carbamates. Org. Biomol. Chem. 12:14, pages 2172-2175.
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P. Santhosh Kumar, G. Sathish Kumar, R. Arun Kumar, N. Veera Reddy & K. Rajender Reddy. (2013) Copper‐Catalyzed Oxidative Coupling of Carboxylic Acids with N , N ‐Dialkylformamides: An Approach to the Synthesis of Amides . European Journal of Organic Chemistry 2013:7, pages 1218-1222.
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G. Sathish Kumar, R. Arun Kumar, P. Santhosh Kumar, N. Veera Reddy, K. Vijaya Kumar, M. Lakshmi Kantam, S. Prabhakar & K. Rajender Reddy. (2013) Copper catalyzed oxidative coupling of amines with formamides: a new approach for the synthesis of unsymmetrical urea derivatives. Chemical Communications 49:59, pages 6686.
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R.K. Sharma & Shikha Gulati. (2012) Manganese phthalocyanine immobilized on silica gel: Efficient and recyclable catalyst for single-step oxidative esterification of aldehydes with alcohols. Journal of Molecular Catalysis A: Chemical 363-364, pages 291-303.
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Tomoya Nobuta, Akitoshi Fujiya, Shin-ichi Hirashima, Norihiro Tada, Tsuyoshi Miura & Akichika Itoh. (2012) Aerobic oxidative esterification of benzyl alcohols with catalytic tetrabromomethane under visible light irradiation. Tetrahedron Letters 53:39, pages 5306-5308.
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Andrew B. Leduc & Timothy F. Jamison. (2011) Continuous Flow Oxidation of Alcohols and Aldehydes Utilizing Bleach and Catalytic Tetrabutylammonium Bromide. Organic Process Research & Development 16:5, pages 1082-1089.
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Norihiro Tada, Yuki Ikebata, Tomoya Nobuta, Shin-ichi Hirashima, Tsuyoshi Miura & Akichika Itoh. (2012) Direct aerobic photo-oxidative syntheses of aromatic methyl esters from methyl aromatics using anthraquinone-2,3-dicarboxylic acid as organophotocatalyst. Photochemical & Photobiological Sciences 11:4, pages 616-619.
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Georgios A. Heropoulos & Carolina Villalonga-Barber. (2011) A clean, palladium-catalyzed oxidative esterification of aldehydes using benzyl chloride. Tetrahedron Letters 52:41, pages 5319-5322.
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Nobuyuki Yamamoto, Yasushi Obora & Yasutaka Ishii. (2011) Iridium-Catalyzed Oxidative Methyl Esterification of Primary Alcohols and Diols with Methanol. The Journal of Organic Chemistry 76:8, pages 2937-2941.
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R. Arun Kumar, C. Uma Maheswari, Satheesh Ghantasala, C. Jyothi & K. Rajender Reddy. (2011) Synthesis of 3H-Quinazolin-4-ones and 4H-3,1-Benzoxazin-4-ones via Benzylic Oxidation and Oxidative Dehydrogenation using Potassium Iodide-tert-Butyl Hydroperoxide. Advanced Synthesis & Catalysis 353:2-3, pages 401-410.
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K. Rajender Reddy, M. Venkateshwar, C. Uma Maheswari & S. Prashanthi. (2010) ChemInform Abstract: Catalytic Oxidative Esterification of Aldehydes and Alcohols Using KI-TBHP.. ChemInform 41:24, pages no-no.
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K. Rajender Reddy, M. Venkateshwar, C. Uma Maheswari & P. Santhosh Kumar. (2010) Mild and efficient oxy-iodination of alkynes and phenols with potassium iodide and tert-butyl hydroperoxide. Tetrahedron Letters 51:16, pages 2170-2173.
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