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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 22
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Original Articles

Solvent-Free Tetrahydropyranylation of Alcohols with Sulfamic Acid as Reusable Catalyst

Bo Wang State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, China
,
Li-Ming Yang State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, ChinaCorrespondence[email protected]
&
Ji-Shuan Suo State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, China
Pages 3929-3934 | Received 09 Apr 2003, Published online: 19 Aug 2006

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M. Damodiran, K. Karthikeyan, D. Muralidharan & ParamasivanT. Perumal. (2013) Novel Sulfamic Acid–Promoted Synthesis of 3-Alkylidene Indolone Derivatives in the Presence of Aniline via One-Pot Multicomponent Reaction. Synthetic Communications 43:5, pages 645-655.
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Zhenxin Zhang, Baochun Ma, Qianqian Zhu, Yong Ding, Changming Wang & Wenfeng Song. (2012) Sulfamic Acid as A Cost-Effective Catalyst for Synthesis of α-Acyloxyacrylate Esters as Candidate Monomers for Biobased Polymers by Acylation of Pyruvate Esters. Synthetic Communications 42:20, pages 3053-3060.
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Rui Wang & Heng Jiang. (2010) 1,6-HEXANEDIAMINE METHANESULFONATE: A MILD AND EFFICIENT CATALYST FOR THE TETRAHYDROPYRANYLATION OF ALCOHOLS UNDER SOLVENT-FREE CONDITIONS. Preparative Biochemistry & Biotechnology 40:3, pages 171-176.
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Weizhong Gong, Bo Wang, Yanglong Gu, Liang Yan, Liming Yang & Jishuan Suo. (2004) Sulfamic Acid as a Cost‐Effective and Recyclable Catalyst for Protection of Carbonyls to Acetals and Ketals Under Mild Conditions. Synthetic Communications 34:23, pages 4243-4247.
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Reda S. Salama, Salah M. El-Bahy & Mohammed A. Mannaa. (2021) Sulfamic acid supported on mesoporous MCM-41 as a novel, efficient and reusable heterogenous solid acid catalyst for synthesis of xanthene, dihydropyrimidinone and coumarin derivatives. Colloids and Surfaces A: Physicochemical and Engineering Aspects 628, pages 127261.
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Paavan Kavi Param Gaitry Chopra, Trimurti L. Lambat, Sami H. Mahmood, Ratiram G. Chaudhary & Subhash Banerjee. (2021) Sulfamic Acid as Versatile Green Catalyst Used For Synthetic Organic Chemistry: A Comprehensive Update. ChemistrySelect 6:27, pages 6867-6889.
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Hojat Veisi, Pourya Mohammadi & Javad Gholami. (2014) Sulfamic acid heterogenized on functionalized magnetic Fe 3 O 4 nanoparticles with diaminoglyoxime as a green, efficient and reusable catalyst for one-pot synthesis of substituted pyrroles in aqueous phase . Applied Organometallic Chemistry 28:12, pages 868-873.
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William Spillane & Jean-Baptiste Malaubier. (2013) Sulfamic Acid and Its N- and O-Substituted Derivatives. Chemical Reviews 114:4, pages 2507-2586.
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M.Z. Kassaee, Hassan Masrouri & Farnaz Movahedi. (2011) Sulfamic acid-functionalized magnetic Fe3O4 nanoparticles as an efficient and reusable catalyst for one-pot synthesis of α-amino nitriles in water. Applied Catalysis A: General 395:1-2, pages 28-33.
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Rui Wang, MingZhu Sun & Heng Jiang. (2010) Solvent-free tetrahydropyranylation of alcohols catalyzed by amine methanesulfonates. Research on Chemical Intermediates 37:1, pages 61-67.
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M. Damodiran & Paramasivan T. Perumal. (2010) Synthesis of substituted 1,3‐oxazines using sulfamic acid as an efficient and eco‐friendly catalyst. Journal of Heterocyclic Chemistry 47:6, pages 1386-1391.
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Lei WANG, Xiaohua LU, Litao AN & Jianping ZOU. (2009) Sulfamic Acid as a Green and Reusable Catalyst for the Preparation of β ‐Enaminones . Chinese Journal of Chemistry 27:7, pages 1353-1358.
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Min Wang, Zhi-Guo Song, Hong Gong & Heng Jiang. (2008) Copper nitrate/acetic acid as an efficient synergistic catalytic system for the chemoselective tetrahydropyranylation of alcohols and phenols. Monatshefte für Chemie - Chemical Monthly 140:2, pages 177-179.
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Hai‐Tang Luo, Yu‐Ru Kang, Hong‐Yun Nie & Li‐Ming Yang. (2013) Sulfamic Acid as a Cost‐Effective and Recyclable Catalyst for β‐Amino Carbonyl Compounds Synthesis. Journal of the Chinese Chemical Society 56:1, pages 186-195.
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J. S. Yadav, B. V. Subba Reddy & Ramisetty Srinivasa Rao. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis.
Majid M. Heravi, Leila Ranjbar, Fatemeh Derikvand & Behnoush Alimadadi. (2008) Three-component one-pot synthesis of 4,6-diarylpyrimidin- 2(1H)-ones under solvent-free conditions in the presence of sulfamic acid as a green and reusable catalyst. Molecular Diversity 12:3-4, pages 191-196.
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Haitang Luo, Yuru Kang, Qi Li & Liming Yang. (2008) Sulfamic acid as efficient and reusable catalytic system for the synthesis of pyrrole, furan, and thiophene derivatives. Heteroatom Chemistry 19:2, pages 144-148.
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Dharita J. Upadhyaya, Alessandro Barge, Rachele Stefania & Giancarlo Cravotto. (2007) Efficient, solventless N-Boc protection of amines carried out at room temperature using sulfamic acid as recyclable catalyst. Tetrahedron Letters 48:47, pages 8318-8322.
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Rahul R. NAGAWADE & Devanand B. SHINDE. (2007) Sulphamic Acid (H2NSO3H)-Catalyzed Multicomponent Reaction ofβ-Naphthol: An Expeditious Synthesis of Amidoalkyl Naphthols. Chinese Journal of Chemistry 25:11, pages 1710-1714.
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Majid M. Heravi, Leila Ranjbar, Fatemeh Derikvand & Fatemeh F. Bamoharram. (2007) Sulfamic acid as a cost-effective catalyst instead of metal-containing acids for the one-pot synthesis of β-acetamido ketones. Journal of Molecular Catalysis A: Chemical 276:1-2, pages 226-229.
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Ardeshir Khazaei, Amin Rostami & Ayeh Raiatzadeh. (2013) N ‐Bromosuccinimide (NBS): A Mild and Efficient Catalyst for Tetrahydropyranylation of Alcohols and Phenols under Solvent‐Free Conditions . Journal of the Chinese Chemical Society 54:4, pages 1029-1032.
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Min Xia & Yue-dong Lu. (2007) Sulfamic acid: An efficient and green catalyst for synthesis of 1,5-benzodiazepines under solvent-free conditions. Heteroatom Chemistry 18:4, pages 354-358.
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J.S. Yadav, Hissana Ather, P. Purushothama Rao, R. Srinivasa Rao, K. Nagaiah & A.R. Prasad. (2006) Sulphamic acid: An efficient, cost-effective and recyclable solid acid catalyst for three-component synthesis of homoallylic amines. Catalysis Communications 7:10, pages 797-801.
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J.S. Yadav, P. Purushothama Rao, R. Srinivasa Rao, P.S.R. Reddy, K. Nagaiah & A.R. Prasad. (2006) Sulphamic acid: An efficient, cost-effective and recyclable solid acid catalyst for highly chemoselective allylation of aldehydes. Applied Catalysis A: General 306, pages 192-196.
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J.S. Yadav, P. Purushothama Rao, D. Sreenu, R. Srinivasa Rao, V. Naveen Kumar, K. Nagaiah & A.R. Prasad. (2005) Sulfamic acid: an efficient, cost-effective and recyclable solid acid catalyst for the Friedlander quinoline synthesis. Tetrahedron Letters 46:42, pages 7249-7253.
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Bo Wang, Yanlong Gu, Guoyong Song, Tao Yang, Liming Yang & Jishuan Suo. (2005) An efficient procedure for protection of carbonyls catalyzed by sulfamic acid. Journal of Molecular Catalysis A: Chemical 233:1-2, pages 121-126.
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Bo Wang, Yanlong Gu, Weizhong Gong, Yuru Kang, Liming Yang & Jishuan Suo. (2004) Sulfamic acid as a cost-effective catalyst instead of metal-containing acids for acetolysis of cyclic ethers. Tetrahedron Letters 45:35, pages 6599-6602.
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Bo Wang, Yanlong Gu, Cheng Luo, Tao Yang, Liming Yang & Jishuan Suo. (2004) Sulfamic acid as a cost-effective and recyclable catalyst for liquid Beckmann rearrangement, a green process to produce amides from ketoximes without waste. Tetrahedron Letters 45:17, pages 3369-3372.
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Bo Wang, Li‐Ming Yang & Ji‐Shuan Suo. (2004) Solvent‐Free Tetrahydropyranylation of Alcohols with Sulfamic Acid as Reusable Catalyst.. ChemInform 35:12.
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