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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 18
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Original Articles

Sodium Trimethyl Silanoate. A Hydroxyl Synthon for Fluoride SNAr Type Displacements from Anthracene-9,10-diones, Benz[g]isoquinoline-5–10-diones and Nitrobenzenes

A. Paul Krapcho Department of Chemistry, The University of Vermont, Burlington, VT, 05405, USA
&
D. Waterhouse Department of Chemistry, The University of Vermont, Burlington, VT, 05405, USA
Pages 3415-3422 | Received 01 Apr 1998, Published online: 22 Aug 2006

Citations (13)

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Jeremy I. Levin & Mila T. Du. (2002) RAPID, ONE-POT CONVERSION OF ARYL FLUORIDES INTO PHENOLS WITH 2-BUTYN-1-OL AND POTASSIUM t-BUTOXIDE IN DMSO. Synthetic Communications 32:9, pages 1401-1406.
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Articles from other publishers (12)

Eduardo Rodrigo, Rainer Wiechert, Magnus W. Walter, Wilfried Braje & Hervé Geneste. (2022) One-step hydroxylation of aryl and heteroaryl fluorides using mechanochemistry. Green Chemistry 24:4, pages 1469-1473.
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Andrew J. Greener, Patrycja Ubysz, Will Owens-Ward, George Smith, Ivan Ocaña, Adrian C. Whitwood, Victor Chechik & Michael J. James. (2021) Radical–anion coupling through reagent design: hydroxylation of aryl halides. Chemical Science 12:43, pages 14641-14646.
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Wei Li, Guolin Gao, Yuan Gao, Chao Yang & Wujiong Xia. (2017) Direct oxidation of the C(sp 2 )–C(sp 3 ) bond from benzyltrimethylsilanes to phenols . Chemical Communications 53:38, pages 5291-5293.
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Thanh C. Ho, Haruki Kamimura, Ken Ohmori & Keisuke Suzuki. (2016) Total Synthesis of (+)-Vicenin-2. Organic Letters 18:18, pages 4488-4490.
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Patrick S. Fier & Kevin M. Maloney. (2016) Direct Conversion of Haloarenes to Phenols under Mild, Transition-Metal-Free Conditions. Organic Letters 18:9, pages 2244-2247.
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Concepción González & Luis Castedo. 2009. PATAI'S Chemistry of Functional Groups. PATAI'S Chemistry of Functional Groups.
William R. CantrellJr.Jr., William E. Bauta & Tracy Engles. (2006) Hydrogen peroxide promoted hydroxylation of haloarenes and heteroarenes. Tetrahedron Letters 47:25, pages 4249-4251.
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Ian Collins, John Caldwell, Tatiana Fonseca, Alastair Donald, Vassilios Bavetsias, Lisa-Jane K. Hunter, Michelle D. Garrett, Martin G. Rowlands, G. Wynne Aherne, Thomas G. Davies, Valerio Berdini, Steven J. Woodhead, Deborah Davis, Lisa C.A. Seavers, Paul G. Wyatt, Paul Workman & Edward McDonald. (2006) Structure-based design of isoquinoline-5-sulfonamide inhibitors of protein kinase B. Bioorganic & Medicinal Chemistry 14:4, pages 1255-1273.
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Charles A.G. Baker-Glenn, Anthony G.M. Barrett, Andrew A. Gray, Panayiotis A. Procopiou & Mark Ruston. (2005) Alkene synthesis: elimination of arenesulfinic acid from alkyl aryl sulfones using potassium trimethylsilanolate as base. Tetrahedron Letters 46:43, pages 7427-7430.
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Maria N. Bakola‐Christianopoulou. (2001) Silylation–desilylation of quinones and their derivatives. Applied Organometallic Chemistry 15:11, pages 889-900.
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Kevin J Merchant. (2000) Potassium trimethylsilanolate mediated hydrolysis of nitriles to primary amides. Tetrahedron Letters 41:19, pages 3747-3749.
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A. P. KRAPCHO & D. WATERHOUSE. (2010) ChemInform Abstract: Sodium Trimethyl Silanoate. A Hydroxyl Synthon for Fluoride S N Ar Type Displacements from Anthracene‐9,10‐diones, Benz[g]isoquinoline‐5‐10‐diones and Nitrobenzenes. . ChemInform 29:50.
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