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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 10
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Original Articles

Thionyl Chloride-Benzotriazole: An Efficient System For Transformation Of Aldoximes to Nitriles

Sachin S. Chaudhari Pharmaceuticals and Fine Chemicals Division, Department of Chemical Technology, University of Mumbai, Matunga, Mumbai, 400 019, INDIA
&
Krishnacharya G. Akamanchi Pharmaceuticals and Fine Chemicals Division, Department of Chemical Technology, University of Mumbai, Matunga, Mumbai, 400 019, INDIA
Pages 1741-1745 | Received 14 Nov 1998, Published online: 17 Sep 2007

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Pranab Ghosh, Gyan Chandra Pariyar, Bittu Saha & Raju Subba. (2016) FeCl3-silica: A green approach for the synthesis of nitriles from oximes. Synthetic Communications 46:8, pages 685-691.
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S. Chandrappa, T.S. R. Prasanna, K. Vinaya, D.S. Prasanna & K.S. Rangappa. (2013) PCC-Promoted Dehydration of Aldoximes: A Convenient Access to Aromatic, Heteroaromatic, and Aliphatic Nitriles. Synthetic Communications 43:20, pages 2756-2762.
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IbrahimA. El-Sakka & NasserA. Hassan. (2005) Synthetic uses of thionyl chloride. Journal of Sulfur Chemistry 26:1, pages 33-97.
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Vikas N. Telvekar & Krishnacharya G. Akamanchi. (2004) A Simple System for Preparation of Protected Glycosidic Carbohydrate Nitriles from Corresponding Oximes. Synthetic Communications 34:13, pages 2331-2336.
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D.G. Desai, S.S. Swami & G.D. Mahale. (2000) A New, Mild, Neutral and Inexpensive Method for Conversion of Aldoximes to Nitriles Using Anhydrous Ferric Sulphate. Synthetic Communications 30:9, pages 1623-1625.
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Articles from other publishers (24)

Arvind K. Yadav, Srikanth Reddy Narra, Muhamad Zulfaqar Bacho, Yuji Sumii & Norio Shibata. (2023) Fluorinated Vilsmeier Reagent: TFEDMA‐mediated Synthesis of Aryl‐cyanides and Aryl‐amides via the Activation of Oximes†. Asian Journal of Organic Chemistry 12:6.
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Guobing Yan, Yan Zhang & Jianbo Wang. (2017) Recent Advances in the Synthesis of Aryl Nitrile Compounds. Advanced Synthesis & Catalysis 359:23, pages 4068-4105.
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Richard C. LarockRichard C. Larock & Tuanli Yao. 2018. Comprehensive Organic Transformations. Comprehensive Organic Transformations 1 85 .
Daolai Sun, Eisyun Kitamura, Yasuhiro Yamada & Satoshi Sato. (2016) Efficient formation of nitriles in the vapor-phase catalytic dehydration of aldoximes. Green Chemistry 18:11, pages 3389-3396.
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Monireh Zarghani & Batool Akhlaghinia. (2015) Copper immobilized on aminated ferrite nanoparticles by 2-aminoethyl dihydrogen phosphate (Fe 3 O 4 @AEPH 2 -Cu II ) catalyses the conversion of aldoximes to nitriles . Applied Organometallic Chemistry 29:10, pages 683-689.
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Arvind K. Yadav, Vishnu P. Srivastava & Lal Dhar S. Yadav. (2014) Visible-light-mediated efficient conversion of aldoximes and primary amides into nitriles. RSC Adv. 4:8, pages 4181-4186.
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Ramin Ghorbani-Vaghei, Lotfi Shiri & Arash Ghorbani-Choghamarani. (2013) An efficient, rapid and facile procedure for conversion of aldoximes to nitriles using triphenylphosphine and N-halo sulfonamides. Chinese Chemical Letters 24:12, pages 1123-1126.
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Dharm Dev, Nani Babu Palakurthy, Nitesh Kumar & Bhubaneswar Mandal. (2013) An unexpected involvement of ethyl-2-cyano-2-(hydroxyimino) acetate cleaved product in the promotion of the synthesis of nitriles from aldoximes: a mechanistic perception. Tetrahedron Letters 54:33, pages 4397-4400.
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Xiao-Yun Ma, Ying He, Ting-Ting Lu & Ming Lu. (2013) Conversion of aldoximes into nitriles catalyzed by simple transition metal salt of the fourth period in acetonitrile. Tetrahedron 69:12, pages 2560-2564.
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Anitha Varghese, Aatika Nizam, Rajani Kulkarni & Louis George. (2012) Amberlite IR-120H: An improved reusable solid phase catalyst for the synthesis of nitriles under solvent free microwave irradiation. European Journal of Chemistry 3:2, pages 247-251.
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Ross M. Denton, Jie An, Petra Lindovska & William Lewis. (2012) Phosphonium salt-catalysed synthesis of nitriles from in situ activated oximes. Tetrahedron 68:13, pages 2899-2905.
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Ramin Rezaei & Marzeih Karami. (2011) Microwave promoted rapid dehydration of aldoximes to nitriles using melamine-formaldehyde resin supported sulphuric acid in dry media. Chinese Chemical Letters 22:7, pages 815-818.
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Debasree Saha, Amit Saha & Brindaban C. Ranu. (2009) Ionic liquid-promoted dehydration of aldoximes: a convenient access to aromatic, heteroaromatic and aliphatic nitriles. Tetrahedron Letters 50:44, pages 6088-6091.
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Lal Dhar S. Yadav, Vishnu P. Srivastava & Rajesh Patel. (2009) Bromodimethylsulfonium bromide (BDMS): a useful reagent for conversion of aldoximes and primary amides to nitriles. Tetrahedron Letters 50:39, pages 5532-5535.
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Manish K. Singh & Mahesh K. Lakshman. (2009) A Simple Synthesis of Nitriles from Aldoximes. The Journal of Organic Chemistry 74:8, pages 3079-3084.
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Majid M. HERAVI, Sodeh SADJADI, Rahim HEKMATSHOAR, Hossein A. OSKOOIE & Fatemeh F. BAMOHARRAM. (2009) Dehydration of Oximes to Nitriles Catalyzed by a Green Heteropolyacid Catalyst: Preyssler's Anion, [NaP 5 W 30 O 110 ] 14− . Chinese Journal of Chemistry 27:3, pages 607-609.
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Rahim Hekmatshoar, Sodeh Sajadi & Majid M. Heravi. (2013) An Environmentally Benign System; A Simple and Effective Procedure for Dehydration of Oximes into Nitriles in Solvent Free Conditions. Journal of the Chinese Chemical Society 55:1, pages 5-7.
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Kazuya Yamaguchi, Hiroshi Fujiwara, Yoshiyuki Ogasawara, Miyuki Kotani & Noritaka Mizuno. (2007) A Tungsten–Tin Mixed Hydroxide as an Efficient Heterogeneous Catalyst for Dehydration of Aldoximes to Nitriles. Angewandte Chemie International Edition 46:21, pages 3922-3925.
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Kazuya Yamaguchi, Hiroshi Fujiwara, Yoshiyuki Ogasawara, Miyuki Kotani & Noritaka Mizuno. (2007) A Tungsten–Tin Mixed Hydroxide as an Efficient Heterogeneous Catalyst for Dehydration of Aldoximes to Nitriles. Angewandte Chemie 119:21, pages 3996-3999.
Crossref
Anastassiya V Makarycheva-Mikhailova, Nadezhda A Bokach, Matti Haukka & Vadim Yu Kukushkin. (2003) The first example of ligand-mediated dehydration of aldoximes. Inorganica Chimica Acta 356, pages 382-386.
Crossref
Michael B. Smith. 2003. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 417 424 .
Mark B Erman, Joe W Snow & Melissa J Williams. (2000) A new efficient method for the conversion of aldehydes into nitriles using ammonia and hydrogen peroxide. Tetrahedron Letters 41:35, pages 6749-6752.
Crossref
Larry Yet. 2000. A critical review of the 1999 literature preceded by three chapters on current heterocyclic topics. A critical review of the 1999 literature preceded by three chapters on current heterocyclic topics 161 184 .
Sachin S. Chaudhari & Krishnacharya G. Akamanchi. (2010) ChemInform Abstract: Thionyl Chloride—Benzotriazole: An Efficient System for Transformation of Aldoximes to Nitriles.. ChemInform 30:31.
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