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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 31, 2001 - Issue 14
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Original Articles

DEPROTECTION OF 2-PYRIDYL SULFONYL GROUP FROM PYRIDINE-2-SULFONAMIDES BY MAGNESIUM IN METHANOL

Chwang Siek Pak Korea Research Institute of Chemical Technology, Yusung-Ku Jang-Dong 100, Taejeon, 305-600, S. Korea
&
Dong Sung Lim Korea Research Institute of Chemical Technology, Yusung-Ku Jang-Dong 100, Taejeon, 305-600, S. Korea
Pages 2209-2214 | Received 12 May 2000, Published online: 09 Nov 2006

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Janeth Rodríguez-Florencio, Diego Martínez-Otero, Marco A. García-Eleno & Erick Cuevas-Yañez. (2018) Efficient, mild synthesis of N-unsubstituted 1,2,3-triazoles from methanolysis of 1-sulfonyl-1,2,3-triazoles. Synthetic Communications 48:17, pages 2189-2197.
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Binh Nhat Truong, Luong Huu Le, Duy-Khiem Nguyen Chau, Fritz Duus & Thi Xuan Thi Luu. (2016) Ultrasound accelerated sulfonylation of amines by p-acetamidobenzenesulfonyl chloride using Mg–Al hydrotalcite as an efficient green base catalyst. Journal of Sulfur Chemistry 37:5, pages 515-528.
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M.S. R. Murty, N. Rami Reddy & J. S. Yadav. (2006) Zinc-mediated novel and efficient method for N-sulfonylation of amines in the absence of base. Journal of Sulfur Chemistry 27:6, pages 589-593.
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Jayden J. Gaston, Andrew J. Tague, Jamie E. Smyth, Nicholas M. Butler, Anthony C. Willis, Nico van Eikema Hommes, Haibo Yu, Timothy Clark & Paul A. Keller. (2021) The Detosylation of Chiral 1,2-Bis(tosylamides). The Journal of Organic Chemistry 86:13, pages 9163-9180.
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Salah Lakrout, Hacène K'tir, Aïcha Amira, Malika Berredjem & Nour-Eddine Aouf. (2014) A simple and eco-sustainable method for the sulfonylation of amines under microwave-assisted solvent-free conditions. RSC Adv. 4:31, pages 16027-16032.
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Benito Alcaide, Pedro Almendros, José M. Alonso & Israel Fernández. (2013) Carbocyclization versus Oxycyclization on the Metal-Catalyzed Reactions of Oxyallenyl C3-Linked Indoles. The Journal of Organic Chemistry 78:13, pages 6688-6701.
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Tian-Sheng Mei, Dasheng Leow, Han Xiao, Brian N. Laforteza & Jin-Quan Yu. (2013) Synthesis of Indolines via Pd(II)-Catalyzed Amination of C–H Bonds Using PhI(OAc) 2 as the Bystanding Oxidant . Organic Letters 15:12, pages 3058-3061.
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Mohammad Ali Karimi Zarchi & Mariam Aslani. (2011) Convenient synthesis of sulfonamides from amines and p ‐toluene sulfonyl chloride mediated by crosslinked poly(4‐vinylpyridine) . Journal of Applied Polymer Science 124:4, pages 3456-3462.
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Nusrah Hussain, Mahmud M. Hussain, Muhammed Ziauddin, Plengchat Triyawatanyu & Patrick J. Walsh. (2011) Stereoselective Vinylation of Aryl N -(2-Pyridylsulfonyl) Aldimines with 1-Alkenyl-1,1-heterobimetallic Reagents . Organic Letters 13:24, pages 6464-6467.
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Fatemeh Tamaddon, Alireza Nasiri & Somayeh Farokhi. (2011) CsF–Celite as an efficient heterogeneous catalyst for sulfonylation and desulfonylation of heteroatoms. Catalysis Communications 12:15, pages 1477-1482.
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Jan Bornholdt, Karianne Wilhemsen Fjære, Jakob Felding & Jesper Langgaard Kristensen. (2009) Heterocyclic pentafluorophenyl sulfonate esters as shelf stable alternatives to sulfonyl chlorides. Tetrahedron 65:45, pages 9280-9284.
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Marian Zajac & René Peters. (2009) Catalytic Asymmetric Synthesis of β-Sultams as Precursors for Taurine Derivatives. Chemistry - A European Journal 15:33, pages 8204-8222.
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Shuichi Nakamura, Hiroki Nakashima, Hideki Sugimoto, Hideaki Sano, Masataka Hattori, Norio Shibata & Takeshi Toru. (2008) Enantioselective CC Bond Formation to Sulfonylimines through Use of the 2‐Pyridinesulfonyl Group as a Novel Stereocontroller. Chemistry – A European Journal 14:7, pages 2145-2152.
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Ahmed Kamal, J. Surendranadha Reddy, E. Vijaya Bharathi & D. Dastagiri. (2008) Base-free monosulfonylation of amines using tosyl or mesyl chloride in water. Tetrahedron Letters 49:2, pages 348-353.
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Jorge Esquivias, Ramón Gómez Arrayás & Juan Carlos Carretero. (2007) Alkylation of Aryl N ‐(2‐Pyridylsulfonyl)aldimines with Organozinc Halides: Conciliation of Reactivity and Chemoselectivity . Angewandte Chemie International Edition 46:48, pages 9257-9260.
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Eun Jeong Yoo, Mårten Ahlquist, Seok Hwan Kim, Imhyuck Bae, Valery V. Fokin, K. Barry Sharpless & Sukbok Chang. (2007) Copper‐Catalyzed Synthesis of N ‐Sulfonyl‐1,2,3‐triazoles: Controlling Selectivity . Angewandte Chemie International Edition 46:10, pages 1730-1733.
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Eun Jeong Yoo, Mårten Ahlquist, Seok Hwan Kim, Imhyuck Bae, Valery V. Fokin, K. Barry Sharpless & Sukbok Chang. (2007) Copper‐Catalyzed Synthesis of N ‐Sulfonyl‐1,2,3‐triazoles: Controlling Selectivity . Angewandte Chemie 119:10, pages 1760-1763.
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Jorge Esquivias, Ramón Gómez Arrayás & Juan C. Carretero. (2006) A Copper(II)-Catalyzed Aza-Friedel-Crafts Reaction ofN-(2-Pyridyl)sulfonyl Aldimines: Synthesis of Unsymmetrical Diaryl Amines and Triaryl Methanes. Angewandte Chemie International Edition 45:4, pages 629-633.
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Jorge Esquivias, Ramón Gómez Arrayás & Juan C. Carretero. (2006) A Copper( II )‐Catalyzed Aza‐Friedel–Crafts Reaction of N ‐(2‐Pyridyl)sulfonyl Aldimines: Synthesis of Unsymmetrical Diaryl Amines and Triaryl Methanes . Angewandte Chemie 118:4, pages 645-649.
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Hideki Sugimoto, Shuichi Nakamura, Masataka Hattori, Sachiko Ozeki, Norio Shibata & Takeshi Toru. (2005) Enantioselective nucleophilic addition to N-(2-pyridylsulfonyl)imines by use of dynamically induced chirality. Tetrahedron Letters 46:51, pages 8941-8944.
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Ramón Gómez Arrayás, Silvia Cabrera & Juan C. Carretero. (2005) Copper-Catalyzed Anti-Stereocontrolled Ring-Opening of Azabicyclic Alkenes with Grignard Reagents. Organic Letters 7:2, pages 219-221.
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C.M. Marson & P. Savy. 2005. Comprehensive Organic Functional Group Transformations II. Comprehensive Organic Functional Group Transformations II 255 300 .
Hoon Han, Imhyuck Bae, Eun Jeong Yoo, Junseong Lee, Youngkyu Do & Sukbok Chang. (2004) Notable Coordination Effects of 2-Pyridinesulfonamides Leading to Efficient Aziridination and Selective Aziridine Ring Opening. Organic Letters 6:22, pages 4109-4112.
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Upender K. Nadir & R. Vijaya Krishna. (2009) Facile cleavage of N arylsulfonyl bond of N ‐arylsulfonylimidazolidinone with magnesium in methanol . Journal of Heterocyclic Chemistry 41:5, pages 737-739.
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Hak Hee Kang, Ho Sik Rho, Duck Hee Kim & Seong-Geun Oh. (2003) Metal oxide in aqueous organic solution promoted chemoselective N-sulfonylation of hydrophilic amino alcohols. Tetrahedron Letters 44:38, pages 7225-7227.
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Michael B. Smith. 2003. Compendium of Organic Synthetic Methods. Compendium of Organic Synthetic Methods 264 309 .
Chwang Siek Pak & Dong Sung Lim. (2010) ChemInform Abstract: Deprotection of 2‐Pyridyl Sulfonyl Group from Pyridine‐2‐sulfonamides by Magnesium in Methanol.. ChemInform 32:45.
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