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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 27, 1997 - Issue 15
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Original Articles

Nitrogen Ligand Complexes of Metal Chlorides as Effective Catalysts for the Highly Regio- and Chemoselective Silylation of Hydroxyl Groups with Hexamethyldisilazane (HMDS) at Room Temperature

H. Firouzabadi Chemistry Department, Shiraz University, Shiraz, 71454, Iran
,
A. R. Sardarian Chemistry Department, Shiraz University, Shiraz, 71454, Iran
,
Z. Khayat Chemistry Department, Shiraz University, Shiraz, 71454, Iran
,
B. Karimi Chemistry Department, Shiraz University, Shiraz, 71454, Iran
&
S. Tangestaninejad Chemistry Department, Shiraz University, Shiraz, 71454, Iran
Pages 2709-2719 | Received 24 Jan 1997, Published online: 22 Aug 2006

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Behzad Zeynizadeh & Serve Sorkhabi. (2018) Fast and efficient method for Silylation of alcohols and phenols with HMDS in the presence of bis-thiourea complexes of cobalt, nickel, copper and zinc chlorides. Phosphorus, Sulfur, and Silicon and the Related Elements 193:3, pages 127-135.
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Boningari Thirupathi, AvvariN. Prasad, Rapelli Srinivas & BenjaramM. Reddy. (2011) Sulfated Zirconia: An Efficient Catalyst for Solvent-Free Synthesis of Silyl Ethers Under Mild Conditions. Synthetic Communications 41:14, pages 2064-2072.
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Ramin Ghorbani-Vaghei & Seyedeh Mina Malaekehpoor. (2010) Silylation of Alcohols and Phenols Using Hexamethyldisilazane Catalyzed by N,N’-Diiodo-N,N’-1,2-ethanediyl Bis(p-toluenesulfonamide) Under Solvent-Free and Microwave Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 185:3, pages 582-587.
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Batool Akhlaghinia. (2009) Novel and Highly Efficient Protection of Aliphatic Alcohols and Phenols with Hexamethyldisilazane in the Presence of La(NO3)3·6 H2O. Phosphorus, Sulfur, and Silicon and the Related Elements 184:10, pages 2530-2535.
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HosseinA. Oskooie, MajidM. Heravi, MaryamH. Tehrani, FarahnazK. Behbahani & OmidM. Heravi. (2009) Trimethylsilylation of Alcohols and Phenols, and Direct Acetylation of Silyl Ethers Catalyzed by Fe(ClO4)3.6H2O. Phosphorus, Sulfur, and Silicon and the Related Elements 184:7, pages 1729-1737.
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F. Shirini, K. Marjani, H. Taherpour Nahzomi & M.A. Zolfigol. (2007) Silica Triflate as a New, Efficient, and Reusable Reagent for the Chemoselective Silylation of Alcohols and Phenols and Deprotection of Silyl Ethers. Phosphorus, Sulfur, and Silicon and the Related Elements 183:1, pages 168-177.
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Hossein Ghafuri, Bagher Eftekhari-Sis & MohammedM. Hashemi. (2007) Silica Sulfuric Acid as a Reusable Catalyst for Efficient and Simple Silylation of Hydroxyl Groups Using Hexamethyldisilazane (HMDS). Phosphorus, Sulfur, and Silicon and the Related Elements 182:7, pages 1645-1651.
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Batool Akhlaghinia. (2007) A New and Efficient Method for the Protection of Alcohols and Phenols by Using Hexamethyldisilazane in the Presence of Anhydrous Ferric Chloride under Mild Reaction Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 182:3, pages 687-694.
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Ardeshir Khazaei, Amin Rostami, Sadegh Rahmati & Marjan Mahboubifar. (2007) N,N′-Dibromo-N,N′-1,2-ethanediylbis (Benzene Sulfonamide) as a Novel N-Bromo Reagent–Catalyzed Trimethylsilylation of Alcohols and Phenol With Hexamethyldisilazane in Both Solution and Solvent-Free Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 182:3, pages 537-544.
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Vrushali H. Jadhav, K. S. Ajish Kumar, Vinod D. Chaudhari & Dilip D. Dhavale. (2007) Facile Method for Trimethylsilylation of Alcohols using Hexamethyldisilazane and Ammonium Thiocyanate under Neutral Conditions. Synthetic Communications 37:8, pages 1363-1370.
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Farhad Shirini, Mohammad Ali Zolfigol & Masoumeh Abedini. (2005) Al(HSO4)3 as an Efficient Reagent for the Selective Trimethylsilylation of Primary Alcohols Under Solvent-Free Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 180:10, pages 2299-2302.
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Batool Akhlaghinia, Mozafar Asadi, Elham Safaee & Mozhgan Heydarpoor. (2004) HEXAMETHYLDISILAZANE IN THE PRESENCE OF N,N′,N″,N‴-TETRAMETHYLTETRA-2,3-PYRIDINOPORPHYRAZINATO COPPER (II) IS A NEW, MILD AND HIGHLY EFFICIENT REAGENT FOR SILYLATION OF ALCOHOLS AND PHENOLS. Phosphorus, Sulfur, and Silicon and the Related Elements 179:10, pages 2099-2104.
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Farhad Shirini, Mohammad Ali Zolfigol & Kamal Mohammadi. (2003) A Mild and Efficient Method for Chemoselective Silylation of Alcohols Using Hexamethyldisilazane in the Presence of Silica Chloride. Phosphorus, Sulfur, and Silicon and the Related Elements 178:7, pages 1567-1570.
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Shahram Tangestaninejad, Mohammad Hossein Habibi, Valiollah Mirkhani & Majid Moghadam. (2002) RAPID AND EFFICIENT ACETYLATION OF ALCOHOLS AND PHENOLS WITH ACETIC ANHYDRIDE USING TIN(IV) PORPHYRIN AS CATALYST. Synthetic Communications 32:9, pages 1337-1343.
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H. Firouzabadi, I. Mohammadpoor-Baltork & S. Kolagar. (2001) A RAPID, SELECTIVE, AND EFFICIENT METHOD FOR DEPROTECTION OF SILYL ETHERS CATALYZED BY BISMUTH(III) SALTS. Synthetic Communications 31:6, pages 905-909.
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Habib Firouzabadi, Shahrad Etemadi, Babak Karimi & Ali Asghar Jarrabpour. (1999) Aluminum Chloride (Alcl3) Promotes Selective Oxidative Deprotection of Benzylic Trimethylsilyl and Tert- Butyldimethylsilyl Ethers to the Corresponding Carbonyl Compounds with Manganese Dioxide (Mno2). Synthetic Communications 29:24, pages 4333-4339.
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Habib Firouzabadi, Shahrad Etemadi, Babak Karimi & Ali Asghar Jarrahpour. (1999) A STUDY OF OXIDATIVE DEPROTECTION OF TRIMETHYLSILYL (TMS) AND TERT-BUTYLDIMEHYLSILYL (TBDMS) ETHERS OF ALCOHOLS WITH POTASSIUM PERMANGANATE (KMnO4) AND BARIUM MANGANATE (BAMnO4) IN THE PRESENCE OF LEWIS ACIDS IN DRY ORGANIC SOLVENTS. Phosphorus, Sulfur, and Silicon and the Related Elements 152:1, pages 141-151.
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S. Tangestaninejad & V. Mirkhani. (1999) Efficient Conversion of Epoxides to Thiiranes with Thiourea Catalyzed by Tin(IV) Porphyrin. Synthetic Communications 29:12, pages 2079-2083.
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Zhan-Hui Zhang, Tong-Shuang Li, Feng Yang & Cheng-Guang Fu. (1998) Montmorillonite Clay Catalysis XI1: Protection and Deprotection of Hydroxyl Group by Formation and Cleavage of Trimethylsilyl Ethers Catalysed by Montmorillonite K-10. Synthetic Communications 28:16, pages 3105-3114.
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Babak Karimi & Behzad Golshani. (2000) Mild and Highly Efficient Method for the Silylation of Alcohols Using Hexamethyldisilazane Catalyzed by Iodine under Nearly Neutral Reaction Conditions. The Journal of Organic Chemistry 65:21, pages 7228-7230.
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Shahram Tangestaninejad & Valiollah Mirkhani. (2019) Iron(III) 5,10,15,20-Tetrakis (pentafluorophenyl)-porphyrin as an Efficient Catalyst for Conversion of Epoxides to Thiiranes. Journal of Chemical Research 23:6, pages 370-371.
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Hashem Sharghi & Hossein Naeimi. (2019) Metalloporphyrins as New Catalysts in the Highly Regioselective Conversion of Epoxides to Halohydrins with Molecular Halogen. Journal of Chemical Research 23:5, pages 310-311.
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H. FIROUZABADI, A. R. SARDARIAN, Z. KHAYAT, B. KARIMI & S. TANGESTANINEJAD. (2010) ChemInform Abstract: Nitrogen Ligand Complexes of Metal Chlorides as Effective Catalysts for the Highly Regio‐ and Chemoselective Silylation of Hydroxyl Groups with Hexamethyldisilazane (HMDS) at Room Temperature.. ChemInform 28:42.
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